Category: 383-62-0

383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C4H5ClF2O2

tert-Butyl 5-bromo-3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridine-1-carboxylate A mixture of tert-butyl 5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-hydroxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (1.00 g, 2.13 mmol), chlorodifluoroacetic acid ethyl ester (2.700 mL, 21.29 mmol), K2CO3 (882.7 mg, 6.387 mmol) and DMF (40 mL, 500 mmol) was heated to 70 C. for 6 h in a sealed tube. The material was extracted with EtOAc, and washed with water (3*). The organic layer was purified via column chromatography, eluting with 3-10% EtOAc/hexanes. The fractions containing the pure product were concentrated in vacuo to afford the title compound as a light yellow solid. 1H NMR (400 MHz, CD3OD): delta=1.67-1.69 (m, 9H), 1.80 (d, J=7.1 Hz, 3H), 4.94-5.03 (m, 1H), 6.63 (s, 1H), 7.15 (dd, J=9.1, 4.5 Hz, 1H), 7.22-7.28 (m, 1H), 7.55 (d, J=2.0 Hz, 1H), 7.70 (d, J=1.5 Hz, 1H), 8.34 (d, J=2.0 Hz, 1H). MS (ES+): m/z=519.03/521.03 (75/100) [MH+]. HPLC: tR=1.93 min (polar-3 min, HPLC-ACQUITY).

The synthetic route of 383-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI Pharmaceuticals, LLC; US2011/281888; (2011); A1;,
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Related Products of 383-62-0, The chemical industry reduces the impact on the environment during synthesis 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, I believe this compound will play a more active role in future production and life.

To a mixture of (2S,3R,4R,5S,6R)-2-(5-(bicyclo[4.2.0]octa-1 (6),2,4-trien- 3-ylmethyl)-4-chloro-2-hydroxyphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran- 3,4,5-triol (Compound No.8) (260 mg, 0.64 mmol) in N,N-dimethylformamide (3.0 ml) with CS2CO3 (416 mg, 1.28 mmol) was added ethyl 2-chloro-2,2- difluoroacetate (151 mg, 0.95 mmol). The reaction mixture was stirred at room temperature for overnight, then purified by chromatography on a C18 reversed phase column to yield the title compound as a white solid. 1 H NMR(400 MHz, CD3OD) delta 7.47 (s, 1H), 7.23 (s, 1H), 7.04 (d, J = 7.6 Hz, 1H), 6.93 (d, J = 7.6 Hz, 1H), 6.88 (s, 1H), 6.75 (t, J = 72.4 Hz, 1H), 4.48 (d, J = 9.6 Hz, 1H), 4.03-4.12 (m, 2 H), 3.88 (d, J = 12.0 Hz, 1H), 3.64 – 3.68 (m, 1H), 3.45 – 3.56 (m, 2 H), 3.35 – 3.42 (m, 2 H), 3.13 (s, 4 H); MS (ES) m/z: 474.1 [M+NH4]+.

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, Ethyl 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
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Electric Literature of 383-62-0, The chemical industry reduces the impact on the environment during synthesis 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, I believe this compound will play a more active role in future production and life.

To a solution of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.5 g, 2.58 mmol, 1 eq) in DMF (5 mL) was added ethyl 2-chloro-2,2-difluoro-acetate (490.20 mg, 3.09 mmol, 392.16 uL, 1.2 eq) and K2CO (712.26 mg, 5.15 mmol, 2 eq). The mixture was stirred at 60 C for 16 h. The reaction mixture was poured into H2O 10 mL, and extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine (10 mL x 2), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (0.3 g, crude) as yellow solid, which was used into the next step without further purification. The structure was confirmed by 1H NMR and HOSEY.

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, Ethyl 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); A1;,
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Synthetic Route of 383-62-0,Some common heterocyclic compound, 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, molecular formula is C4H5ClF2O2, 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.

Step 3 – Synthesis of l-(3-(difluoromethoxy)-lH-pyrazol-l-yl)ethanone [0228] To a 250 mL round-bottom flask was added l-(3-hydroxy-lH-pyrazol-l- yl)ethanone (5.0 g, 39.65 mmol, 1.00 equiv), N,N-dimethylformamide (50.0 mL), potassium carbonate (11.0 g, 79.02 mmol, 2.00 equiv) and ethyl 2-chloro-2,2-difluoroacetate (7.5 g, 47.31 mmol, 1.20 equiv). The resulting solution was stirred for 12 h at 60 C, then diluted with water. The resulting mixture was extracted with ethyl ether (3x) and the combined organic layers washed with water, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was applied onto a silica gel column eluting with ethyl ether/hexanes (0: 100 to 1 : 1) to afford the title compound as colorless oil. 1H-NMR (400 MHz, CDC13): delta 8.15 (d, 1H), 7.02 (t, 1H), 6.14 (d, 1H), 2.62 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-chloro-2,2-difluoroacetate, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas D.; VAN HUIS, Chad A.; MACLEAN, John K.; ANDRESEN, Brian M.; BARR, Kenneth J.; BIENSTOCK, Corey E.; ANTHONY, Neville J.; DANIELS, Matthew; LIU, Yuan; WHITE, Catherine M.; LAPOINTE, Blair T.; SCIAMMETTA, Nunzio; SIMOV, Vladimir; TROTTER, Wesley, B.; LIU, Kun; WO2015/95788; (2015); A1;,
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Related Products of 383-62-0, These common heterocyclic compound, 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, 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.

Weigh 2.68g (20mmol) of 4-methyl acetophenone and 13.4ml methyl tert-butyl ether (MTBE), into the reaction flask and stir, 3.70g (23.3mmol) of ethyl difluorochloroacetate was added,A 25% sodium methylate (24 mmol) solution in methanol was added dropwise at room temperature, and the mixture was heated to 45-55 C. during the dropwise addition and stirred for 24 hours.After the reaction was completed, the solvent was concentrated under reduced pressure to give a light yellow solid, which was stirred with 10% diluted hydrochloric acid (v / v) and extracted twice with ethyl acetate. The ethyl acetate layer solution into the reaction flask, add appropriate amount of ethyl acetate and water and stir, add 4.47g (20mmol) p-sulfonamidophenylhydrazine hydrochloride, warmed to 75-85 C, the reaction was stirred for 2 hours, the reaction Completed, room temperature cooling crystallization. Filtration, cake drying 60 C, 60% ethanol (m / m) that was recrystallized, HPLC purity of 99%.

The synthetic route of 383-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Chen Yuqing; Liu Qiang; Liu Yongping; Wang En; (13 pag.)CN104418804; (2017); B;,
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Adding a certain compound to certain chemical reactions, such as: 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 383-62-0, HPLC of Formula: C4H5ClF2O2

100 mg (0.172 mmol) of example 15A are dissolved in 1.5 ml of anhydrous N,N-dimethylformamide, admixed with 121 mg (0.87 mmol) of potassium carbonate and stirred for 30 min. 68.9 mg (0.435 mmol) of ethyl chloro(difluoro)acetate are added and the mixture is heated to 60 C. for 6 h. Then it is filtered and purified by preparative HPLC with a water/acetonitrile gradient. The product fractions are concentrated to dryness under reduced pressure and the residue is dried under reduced pressure. This affords 21 mg (19% of theory) of the desired compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): delta=9.0 (t, 1H), 7.6 (d, 1H), 7.05 (b, 2H), 7.5 (d, 2H), 7.3 (d, 1H), 7.2 (d, 1H), 7.05 (t, 1H), 6.3 (t, 1H), 4.85 (m, 1H), 4.2 (t, 1H), 3.9 (m, 1H), 3.6 (t, 2H), 2.0 (s, 3H). LC-MS (Method 4): Rt=2.04 min MS (ESIpos): m/z=510 (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, Ethyl 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER SCHERING PHARMA ATIENGESELLSCHAFT; US2010/298293; (2010); A1;,
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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. 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, A new synthetic method of this compound is introduced below., name: Ethyl 2-chloro-2,2-difluoroacetate

EXAMPLE 18 Synthesis of 1-chloro-4-cyclohexyl-1,1-difluoro-2,4-butanedione STR27 74.8 g of sodium methoxide was added to 1l of ethyl ether, and a solution of 200 g of ethyl chlorodifluoroacetate in 300 ml of ethyl ether was dropwise added thereto under stirring at 0 C. Then, a solution of 106 g of cyclopropyl methyl ketone in 300 ml of ethyl ether was gradually dropwise added to the reaction solution, and after completion of the dropwise addition, the mixture was stirred at room temperature for 8 hours. The solvent was distilled off under reduced pressure, 300 ml of 6N hydrochloric acid was added to the residue, and extraction with ethyl acetate was carried out. The extract layer was washed with water, and the solvent was distilled off under reduced pressure to obtain 235.9 g of the desired product as a pale yellow liquid. Refractive index nD20.6 1.4788

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; Nissan Chemical Industries, Ltd.; US5716904; (1998); A;,
Ester – Wikipedia,
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Related Products of 383-62-0, These common heterocyclic compound, 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, 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.

Into a 250 ml 3-necked round bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed NMP (80 ml). To the above was added KF (6.8 g, 0.12 mol) and CuI (15 g, 0.08 mol). After stirring 5-10 min, XIV-A-95 (11 g, 0.04 mol) and ClF2CCO2Et (18 g, 0.12 mol) were added. The resulting solution was stirred for 6 h while the temperature was maintained at 115-125 C. After cooling, 300 ml CH2Cl2 was added to the reaction system. The organic layer was washed with saturated NaCl solution (80 ml×5) and dried with Na2SO4. After evaporating the solvent, the residue was purified by column chromatography (eluant: PE_EtOAc=10:1) and compound XIV-B-95 was collected (4.65 g, 53.1%) as a yellow solid (m.p.: 38-40 C.)

The synthetic route of 383-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); 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. 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, A new synthetic method of this compound is introduced below., Recommanded Product: 383-62-0

A mixture of A (5.0 g, 32.9 mmol) and ethyl 2-chloro-2,2-difluoroacetate (5.7 g, 36.0 mmol), potassium carbonate (4.5 g. 32.9 mmol) in dry DMF (90 mL) were stirred at 600C for 6 hours under an N2 atmosphere. Then the reaction was stirred at rt. for another 60 hours. Ether (200 mL) was added to the mixture and the layers separated. The organic phase was washed with water (100 mL* 3), dried over Na2SO^, evaporated and purified on silica chromatography with eluent (EtOAc: PE = 1: 12) to afford B 2.3 g.

The synthetic route of 383-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CVI PHARMACEUTICALS LIMITED; LIU, Haiyan; LI, Gaoping; WANG, Junbo; LIU, Jingwen; WO2010/75469; (2010); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 383-62-0 as follows. Quality Control of Ethyl 2-chloro-2,2-difluoroacetate

[0068] Synthesis of Compound B: A mixture of Compound A (3g, 1 eq), K2CO3 (3.06g, 2 eq), ethyl chlorodifluoroacetate(2.2g, 1.3 eq) in DMF (20 ml), was heated at 75C overnight. The reaction was monitored by TLC. After completion, themixture was poured into cold water (50 ml) and extracted with ethyl acetate (3350 ml). The combined organic layer waswashed with water (2330 ml), saline solution (20 ml) and dried over anhydrous sodium sulfate. Purification of the crudeproduct by column chromatography (10% ethyl acetate in hexane) yielded 1 g of the desired product. 1H NMR (DMSOd6)Theoretical MS for C17H11F3NO3: 320.26; M++ 1 found, 321.1

According to the analysis of related databases, 383-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Artax Biopharma Inc.; GAGETE MATEOS, Andres; CASTRO PALOMINO, Julio; MARTI CLAUZEL, Luc; TORMO CARULLA, Damia; (23 pag.)EP3059232; (2016); A1;,
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