Category: 61367-07-5

Electric Literature of 61367-07-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) A suspension of the compound obtained in the above step (2) (10 g), 1,5-diiodopentane (9.2 mL) and sodium carbonate (16.4 g) in tetrahydrofuran (300 mL)/N,N-dimethylacetamide (60 mL) was stirred at 70 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate/water. The organic layer was separated and washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by a column chromatography on NH-silica gel (Solvent; ethyl acetate/n-hexane = 1: 5) to give methyl trans-4-(1-piperidyl)cyclohexanecarboxylate (10.17 g). MS(APCI)m/z; 226 [M+H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1772454; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 61367-07-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 61367-07-5 name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 2,4,6-trichloropyridine (2.22 g, 12.20 mmol), methyl trans-4-aminocyclohexanecarboxylate hydrochloride (2.6 g, 13.42 mmol) and cesium carbonate (6.74 g, 48.8 mmol) in DMF (30 mL) was stirred in a sealed tube at 150 C. After 5.5 hours, the crude was poured on water (30 mL) and EtOAc (30 mL). The aqueous phase was extracted with EtOAc (3×20 mL). The combined organic phases were dried (Na2SO4), filtered and concentrated. Purification of the residue by flash chromatography (hexanes/ethyl acetate 15% to 30% ethyl acetate) gave the title compound (1.02 g, 28%) as a yellow solid.LRMS (m/z): 303/305 (M+1)+.1 H NMR (250 MHz, CHLOROFORM-d) delta ppm 1.24 (m, 4H), 1.6 (m, 2H), 2.11 (m, 2H), 2.31 (m, 1 H), 3.26 (m, 1 H), 3.69 (s, 3H), 4.32 (d, J = 7.3 Hz, 1 H), 6.34 (s, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta; EP2441755; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

(1) Methyl trans-4-aminocyclohexanecarboxylate hydrochloride (10 g) obtained in Reference Example 2(1), 1,4-diiodobutane (19.2 g) and sodium carbonate (16.4 g) are suspended in a mixture of tetrahydrofuran (300 ml) and N,N-dimethyl acetamide (60 ml), and the mixture is stirred at 70C for 20 hours. The reaction solution is concentrated under reduced pressure. The residue is dissolved in ethyl acetate/water and the organic layer is separated. The organic layer is washed with water and saturated brine, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate/hexane = 1/5) to give methyl trans-4-pyrrolidin-1-ylcyclohexanecarboxylate (10.9 g). APCI-MS M/Z:212[M+H]+.

The synthetic route of 61367-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: Methyl trans-4-aminocyclohexanecarboxylate hydrochloride

To a stirred solution of 6-((1,6-naphthyridin-2-yl)amino)-4-(cyclopropylamino)nicotinic acid (1.85 g, 5.76 mmol, Intermediate N) and methyl (1R,4R)-4-aminocyclohexane-1-carboxylate hydrochloride (1.34 g, 6.91 mmol) in DMF (10 mL) was added DIPEA (5 mL, 28.8 mmol) and PyBOP (4.5 g, 8.64 mmol) at rt. The resulting reaction mixture was stirred at rt for 16 h. The reaction mixture was then transferred into ice water and the resulting precipitate was filtered off, and dried reduced pressure. The crude product was purified using silica gel column chromatography (7% MeOH-DCM) to give methyl (1r,4r)-4-(6-((1,6-naphthyridin-2-yl)amino)-4-(cyclopropylamino)nicotinamido)cyclohexane-1-carboxylate as light a green solid (1.3 g, 49%). LC-MS (ESI+) m/z 460.54 (M+H)+

The synthetic route of Methyl trans-4-aminocyclohexanecarboxylate hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C8H16ClNO2

To a suspension of (lr,4r)-methyl 4-aminocyclohexanecarboxylate hydrochloride (3.4g, 17.56 mmol) and DIPEA (7.67 mL, 43.9 mmol) in acetonitrile (68.8 mL) was added 4- (4-fluoro-3 -nitrophenyl)-3, 5 -dimethyli soxazole (4.56 g, 19.31 mmol). The (0408) heterogeneous reaction was stirred at 75C for 39 h. The reaction was cooled down to RT and filtered. The filtrate was concetrated in vacuo to give a mixture of oil and orange solid (11 g). The solid was triturated twice with Et20 (50 mL), then z’so-hexanes (50 mL). The solid was dried in vacuo to give 7.5 g of solid which was dried loaded and purified by chromatography column (120g, DCM/MeOH: 100/0 to 95/5) to give (lr,4r)- methyl 4-((4-(3,5-dimethylisoxazol-4-yl)-2-nitrophenyl)amino)cyclohexanecarboxylate (4.29 g, 63%) was isolated as an orange solid; Rt 2.49 min (method 1); m/z 374 (0409) (M+H)+ (ES+).

The synthetic route of Methyl trans-4-aminocyclohexanecarboxylate hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; ONIONS, Stuart Thomas; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; BROWN, Richard James; SMYTH, Don; HARBOTTLE, Gareth; (376 pag.)WO2018/73586; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 61367-07-5

To a stirred solution of 25 (Nicolaou et al, 2016) (100 mg, 250 pmol, 1.0 equiv) in dry DMF (2 mL) at 0 C were added HATU (285 mg, 750 pmol, 3.0 equiv) followed by Et3N (200 pL, 1.50 mmol, 6.0 equiv) and the resulting mixture was stirred for 5 min at the same temperature. A solution of 26 (59.0 mg, 370 pmol, 1.5 equiv) in dry DMF (0.5 mL) was then added and the stirring was continued for 18 h while allowing the temperature to slowly rise to 23 C. The reaction mixture was diluted with H20 (5 mL) and the resulting solution was extracted with EtOAc (3 x 10 mL). The combined organic extracts were washed with brine (5 mL), dried over Na SCL and concentrated under reduced pressure. The obtained residue was purified by flash column chromatography (silica gel, 10 50% EtOAc in hexanes) to furnish 27 (113 mg, 210 pmol, 84% yield) as a white amorphous solid. 27: Rf= 0.50 (silica gel, 50% EtOAc in hexanes); [OC]D =-3.6 (c= 1.0, CHC13); FT-IR (film) VmaX: 2936, 1735, 1687, 1663, 1540, 1492, 1368, 1220, 1154, 1130, 1040, 771, 732 cnT1. NMR: (CDC13, 600 MHz) d 8.02 (d, = 2.1Hz, 1H), 7.12-7.01 (m, 1H), 5.82 (dd, J = 11.6, 2.9 Hz, 1H), 4.14-3.84 (m, 2H), 3.67 (d, = 1.5 Hz, 3 H), 2.71 (s, 3 H), 2.35-2.20 (m, 2H), 2.15 (s, 2H), 2.15-2.11 (m, 3 H), 2.10-1.98 (m, 3 H), 1.62 (d, = 15.2 Hz, 2H), 1.44 (s, 9H), 1.37- 1.22 (m, 3 H), 0.98-0.96 (m, 3 H), 0.86 (ap. d, J= 2.9 Hz, 3 H) ppm; 13C NMR: (CDC13, 150 MHz) d 175.7, 170.4, 160.0, 150.1, 139.7, 128.2, 123.3, 79.4, 69.2, 56.4, 51.6, 48.4, 47.7, 42.4, 35.0, 32.1, 31.9, 30.4, 28.3, 27.8, 20.9, 20.0, 19.5; Diagnostic signals of minor rotamer. 13C NMR: (CDCI3, 150 MHz) d 175.6, 170.1, 156.3, 150.3, 142.4, 131.0, 123.1, 79.8, 70.9, 51.6, 47.4, 42.3, 35.4, 32.0, 31.7, 30.5, 28.4, 27.8, 21.0, 19.7 ppm; HRMS calcd for C26H4iN307SNa+ [M+Na]+ 562.2563 found 562.2572.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61367-07-5, its application will become more common.

Reference:
Patent; WILLIAM MARCH RICE UNIVERSITY; NICOLAOU, Kyriacos, C.; ERANDE, Rohan, Diliprao; VOURLOUMIS, Dionisios; PULUKURI, Kiran, Kumar; RIGOL, Stephan; (262 pag.)WO2019/108685; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 61367-07-5, A common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(1) Methyl trans-4-aminocyclohexanecarboxylate hydrochloride (93.0 g) obtained in Reference Example 2(1) is dissolved in methanol (1000 ml), and thereto are added 35 % aqueous formaldehyde solution (95.4 ml), sodium acetate (39.4 g) and 10 % palladium/carbon (10 g). The mixture is then stirred at room temperature for 3.5 hours under atmospheric hydrogen pressure. The insoluble materials are removed by filtration, and the filtrate is concentrated under reduced pressure. To the resulting residue is poured 20 % aqueous potassium carbonate solution (500 ml), and the mixture is extracted with chloroform. The organic layer is dried over sodium sulfate and potassium carbonate, and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: n-hexane/ethyl acetate = 2/1) to give methyl trans-4-dimethylaminocyclohexanecarboxylate (87.3 g). APCI-MS M/Z:186[M+H]+.;

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 61367-07-5, A common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a suspension of 6-chloro-8-(cyclopropylamino)-N-(3-fluoropyridin-4- yl)imidazo[l,2-b]pyridazine-3-carboxamide (0.030 g, 0.087 mmol) and DIEA (0.227 mL, 1.298 mmol) in NMP (1 mL) was added trans-methyl 4- aminocyclohexanecarboxylate, HCl (0.201 g, 1.038 mmol). The resulting suspension was heated to 120 0C in a 300W CEM Discover microwave for 60 min. The crude material was diluted with 1 mL MeOH and purified via preparatory HPLC using a YMC ODS C-18 column (30 x 250 mm) 0%-100%B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B = O, final % B = 100, gradient time 240 min, hold at 100% B 40 min, flow rate 25 mL/min. Material was redissolved in DMSO/THF and purified via preparatory HPLC using a YMC ODS C-18 column (30 x 250 mm) 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B = O, final % B = 100, gradient time 60 min, flow rate 25 mL/min, to afford methyl trans-4-((8-(cyclopropylamino)-3-((3-fluoro-4- pyridinyl)carbamoyl)imidazo[l,2-b]pyridazin-6-yl)amino)cyclohexanecarboxylate, 2TFA (0.006 g, 9.97% yield) obtained as a white foam. LC/MS, m/z 468.0 (M+l). HPLC Rt = 4.120 min. YMC S5 ODS-A column (4.6 x 50 mm). 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.2% H3PO4). Solvent A: (10% MeOH, 90% H2O, 0.2% H3PO4). Gradient, start % B = O, final % B = 100, gradient time 4 min, hold at 100% 1 min, flow rate 4 mL/min. 1H NMR (500 MHz, DMSO-d6) delta ppm11.46 (1 H, s), 8.67 (1 H, d, J=2.75 Hz), 8.55 (1 H, t, J=5.91 Hz), 8.41 (1 H, d, J=5.77 Hz), 8.00 (1 H, s), 7.57 (1 H, s), 7.00 (1 H, s), 6.07 (1 H, s), 2.06 (3 H, s), 1.91 (4 H, s), 1.58 (1 H, d), 1.30 (4 H, d, J=10.45 Hz), 1.05 (2 H, d, J=I 1.27 Hz), 0.76 (2 H, d, J=4.95 Hz), 0.57 – 0.67 (2 H, m).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100375; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 61367-07-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 61367-07-5 name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1: Methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (0635) (0636) A solution of methyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride (120 g, 0.62 mol) and Et3N (346 mL, 2.48 mol) in anhydrous DCM (2.5 L) was stirred at RT for 30 min. Ethanesulfonyl chloride (80.6 g, 0.63 mol) was added dropwise over 30 min to the reaction mixture at 0-5 C. After addition, the mixture was stirred at 0 C for 3 h. The mixture was quenched with water (250 mL) at 0 C. After partition, the organic layer was washed with H2O (600 mL, 5 volumes) and 1 N HCl (2 × 600 mL, 2 × 5 volumes), H2O (600 mL, 5 volumes) and brine (600 mL, 5 volumes), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to afford crude methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (117.6 g, 76%) as a light yellow solid, which was used for the next step without further purification.1H NMR (CDCl3400 MHz): delta 4.36 (d, J = 8.0 Hz, 1 H), 3.67 (s, 3 H), 3.29-3.22 (m, 1 H), 3.04 (q, J = 7.6 Hz, 2 H), 2.25-2.21 (m, 1 H), 2.15-2.09 (m, 2 H), 2.08-2.01 (m, 2 H), 1.58-1.51 (m, 2 H), 1.39-1.25 (m, 5 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 61367-07-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(3) A suspension of the compound obtained in the above step (2) (10 g), 1,5-diiodopentane (9.2 mL) and sodium carbonate (16.4 g) in tetrahydrofuran (300 mL)/N,N-dimethylacetamide (60 mL) was stirred at 70 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate/water. The organic layer was separated and washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. The resultant residue was purified by a column chromatography on NH-silica gel (Solvent; ethyl acetate/n-hexane = 1: 5) to give methyl trans-4-(1-piperidyl)cyclohexanecarboxylate (10.17 g). MS(APCI)m/z; 226 [M+H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1772454; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics