Category: 150529-73-0

Application of 150529-73-0, The chemical industry reduces the impact on the environment during synthesis 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, I believe this compound will play a more active role in future production and life.

Step 2: [00153] To a solution of the ester (6.0 g, 26.2 mmol) in tert-butanol (24 ml_) was added, under nitrogen atmosphere, sodium iodide (7.8 g, 52.4 mmol), N1N’- dimethylethylenediamine (0.3 ml_, 2.6 mmol) and copper iodide (0.3 g, 1.3 mmol). The reaction mixture was heated in a microwave apparatus at 145C for 1 h. Water (100 mL) was added and the product was extracted with ethyl acetate (3 x 50 mL). The organic layer was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel with a mixture of hexanes/ethyl acetate (8:2). This gave 3- iodophenylacetic acid methyl ester as a colorless oil (6.6 g, 86%). 1H NMR (400 MHz, CDCI3): d = 7.63 (m, 1 H), 7.58-7.61 (m, 1 H)1 7.23-7.26 (m, 1 H)1 7.05 (dd, J = 7.8 Hz, 1 H), 3.69 (s, 3H), 3.56 (s, 2H); LRMS (ESI): m/z = 277 (MH+).

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 2-(3-bromophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROMETIC BIOSCIENCES INC.; ZACHARIE, Boulos; PENNEY, Christopher; GAGNON, Lyne; BIENVENU, Jean-Francois; PERRON, Valerie; GROUIX, Brigitte; WO2010/127440; (2010); A1;,
Ester – Wikipedia,
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Reference of 150529-73-0,Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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.

A mixture of 121A (2.28 g, 10.0 mmol) and N-bromosuccinimide (1.96 g, 11.0 mmol) in carbon tetrachloride (20 mL) was deoxygenated with a flow of nitrogen for 5 min. 2,2′-Azobisisobutyronitrile (82 mg, 0.5 mmol) was added and the mixture was refluxed for 18 h. Hexanes was added to the cooled mixture, and the resulting solid was filtered and washed with hexanes. The filtrate was concentrated on a rotary evaporator and then chromatographed (silica gel, step gradient from 100% hexanes to 5% ethyl acetate in hexanes) to give 121B (1.3 g, 42%) as clear oil. LC-MS m/z: 309.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-(3-bromophenyl)acetate, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/3539; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, 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 150529-73-0, Product Details of 150529-73-0

(The following reaction is done in an oxygenfree N2 atmosphere.) Add ethanol (0.8mL), Tetrakis-(triphenylphosphine)-palladium(0) (30mg, 2.2mol%) and Na2CO3 decahydrate (944mg, 3.30mmol; presolved in 1.2mL H2O) subsequently to dissolved 2-Amino-benzeneboronic acid (48) (201mg, 1.30 mmol) in toluene (6.0mL). Degas the reaction mixture for 5 times and flood with N2 again. Add (3-Bromo-phenyl)-acetic acid methyl ester (47) (270mg, 1.18mmol) in toluene (6.0 mL), degas again (5 times) and stir the reaction solution overnight at 100C. Partition the reaction solution between EtOAc and brine (1+1) and extract the separated aqueous layer 3 times with EtOAc. Wash combined organic layer with brine and dry with Na2SO4. Remove solvent under reduced pressure and purify the crude product by preparative radial chromatography (silica gel 60PF, CyH/EtOAc 3+1) to obtain (2′-Amino-biphenyl-3-yl)-acetic acid methyl ester (49) as an orange oil (304mg, 81%). 1H NMR (400MHz, CDCl3): 3.66 (s, 2 H); 3.69 (s, 3 H); 3.62-3.86 (br.s, 2 H); 6.75 (d, 1 H, J= 8.1Hz); 6.80 (t, 1 H, J= 7.3Hz); 7.11 (d, 1 H, J= 7.3Hz); 7.15 (d, 1 H, J = 8.1Hz); 7.22-7.26 (br.m, 1 H); 7.32-7.42 (m, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(3-bromophenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Revotar Biopharmaceuticals AG; EP1764093; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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. Application In Synthesis of Methyl 2-(3-bromophenyl)acetate

Sodium hydride (60% in oil) (10.4 g, 436 mmol) was added to tetrahydrofuran (400 ml) under argon and heated with stirring to 50 C. Methyl 2-(3-bromophenyl)acetate (20 g, 87.3 mmol) was added drop wise over 30 minutes and heating continued for 90 minutes. The temperature was lowered to below 40 C. and methyl iodide (13 ml, 209 mmol) was added over 10 minutes. The resulting suspension was stirred at room temperature overnight. Water (300 ml) was carefully added and reaction mixture concentrated. Residue was partitioned between diethyl ether (400 ml) and water. The aqueous layer was extracted with diethyl ether (400 ml), and the combined ethereal extracts were dried over sodium sulfate and concentrated. Crude oil was purified by column chromatography, eluding with a gradient from 0% to 20% ethyl acetate in heptane to give methyl 2-(3-bromophenyl)-2-methylpropanoate (14.96 g, 58 mmol, 67%). 1H NMR (400 MHz, CDCl3): delta ppm 7.47 (t, 1H), 7.37 (dt, 1H), 7.24 (dt, 1H), 7.18 (t, 1H), 3.65 (s, 3H), 1.55 (s, 6H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common.

Reference:
Patent; pfizer Inc; US2010/197591; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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. Safety of Methyl 2-(3-bromophenyl)acetate

A solution of the bromide from preparation 26 (15.0g, 65.0mmol), tributyltin methoxide (28.3ml, 98mmol), isopropenyl acetate (10.8ml, 98.0mmol), palladium(ll) acetate (750mg, 3.30mmol) and tri-orffto-tolylphosphine (2.0g, 6.5 mmol) were stirred together in toluene (75ml) at 100C under nitrogen for 5 hours. After cooling the reaction was diluted with ethyl acetate (1 50ml) and 4M aqueous potassium fluoride solution (90ml) and stirred for 15 minutes. The mixture was filtered through arbocel and the organic phase separated and reduced in vacua. The residue was purified by flash column chromatography silica gel eluting with a solvent gradient of diethyl ether:pentane:dichloromethane (0:100:0 changing to 25:75:0 then to 0:0:100, by volume) to give the title compound as a pale yellow oil (12.6g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/108675; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 150529-73-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

Tributyltin methoxide (28.3 mL, 98 mmol), the product of preparation 17 (15.0 g, 65mol), isopropenyl acetate (10.8 mL, 98 mmol), palladium (ll) acetate (750 mg, 3.30 mmol) and tri-ortho-tolylphosphine (2.0 g, 6.5 mmol) were stirred together in toluene (75 mL) at 100 C for 5 hours. After cooling, the reaction was diluted with ethyl acetate (150 mL) and 4M aqueous potassium fluoride solution (90 mL), and stirred for 15 minutes. The mixture was filtered through Arbocele and the organic phase was separated and concentrated in vacuo. The residue was then purified by column chromatography on silica gel eluting with diethyl ether : pentane, 0: 100 to 25: 75, followed by dichloromethane to give the title compound as a pale yellow oil in 94% yield (12.6 g). H NMR (400MHz, CDCI3) : 8 : 2. 15 (3H, s), 3.61 (2H, s), 3.69 (5H, s), 7.10-7. 13 (2H, m), 7.19 (1H, d), 7.30 (1H, t); LRMS ESI : m/z 229 [M+Na] +

The chemical industry reduces the impact on the environment during synthesis Methyl 2-(3-bromophenyl)acetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/92840; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, 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: C9H9BrO2

INTERMEDIATE 72-(3-BromophenyD-2-methylpropionic acid methyl esterA solution of Intermediate 6 (15.85 g, 69.2 mmol) in THF (50 mL) was added as a steady stream over about 5 minutes to a suspension of sodium hydride (60% dispersion in mineral oil, 8.32 g, 208 mmol) in THF (100 mL) under nitrogen in an ice-water bath whilst maintaining the internal temperature between 1O0C and 200C. After the addition was complete, the mixture was stirred at r.t. for 1 h. The mixture was cooled again in an ice-water bath, and a solution of methyl iodide (10.6 mL, 24.6 g, 173 mmol) in THF (100 mL) was added slowly so as to maintain the temperature of the reaction at <25C. After the addition was complete the mixture was stirred for a further 15 minutes with the ice- water bath, and then for 18 h. The mixture was poured slowly (over a period of about 2 minutes) onto a mixture of ice (approximately 100 g) and saturated ammonium chloride solution (100 mL). The resulting mixture was evaporated and extracted with DCM (2 x 50 mL). The combined organic phases were dried (MgSO4), the solvent removed in vacuo and purified by column chromatography (SiO2, 10-100% EtOAc in heptane) to give the title compound (17.3 g) as a pale straw-coloured oil. deltaH (CDCl3) 7.48 (t, IH), 7.38 (m, IH), 7.23-7.29 (m, IH), 7.19 (t, IH), 3.66 (s, 3H), 1.56 (s, 6H). The synthetic route of Methyl 2-(3-bromophenyl)acetate has been constantly updated, and we look forward to future research findings. Reference:
Patent; UCB PHARMA S.A.; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACK, Stephen, Robert; PERRY, Benjamin, Garfield; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; WO2010/52448; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, 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. Quality Control of Methyl 2-(3-bromophenyl)acetate

Tributyltin methoxide (28.3 ml, 98 mmol), methyl (3-bromophenyl)acetate (WO 95/27692, pg. 16, e.g. 5a) (15.0 g, 65.0 mmol), isopropenyl acetate (10.8 ml, 98.0 mmol), palladium(II)acetate (750 mg, 3.30 mmol) and tri-ortho-tolylphosphine (2.0 g, 6.5 mmol) were stirred together in toluene (75 ml) at 100 C. under nitrogen for 5 hours. After cooling the reaction was diluted with ethyl acetate (150 ml) and 4M aqueous potassium fluoride solution (90 ml) and stirred for 15 minutes. The mixture was filtered through Arbocel and the organic phase separated and concentrated in vacuo. The residue was purified column chromatography on silica gel eluting with diethyl ether:pentane (0:100 to 25:75 and then changing to dichloromethane), to yield the title compound as a pale yellow oil, 12.6 g. 1HNMR(CDCl3, 400 MHz) delta: 2.15 (s, 3H), 3.61 (s, 2H), 3.69 (s, 5H), 7.10-7.13 (m, 2H), 7.19 (d, 1H), 7.30 (t, 1H) ppm. MS (electrospray): m/z 229 [MNa]+

The synthetic route of Methyl 2-(3-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Brown, Alan Daniel; James, Kim; Lane, Charlotte Alice Louise; Moses, Ian Brian; Thomson, Nicholas Murray; US2005/171147; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-(3-bromophenyl)acetate

Step B:; To a solution of (3-bromophenyl) -acetic acid methyl ester 46 (1.20 g, 5.28 mmol) in dry dimethyl-acetamide (5 mL) is added under argon zinc cyanide (0.78 g, 6.64 mmol) and tetrakis(triphenylphosphine) palladium (0.63 g, 0.55 mmol). The mixture is stirred for 24 hours at 80C. After cooling to room temperature, the mixture is diluted with EtOAc (15 mL) and water (20 mL). The resulting precipitate is removed by vacuum filtration. The organic layer of the filtrate is separated and washed with H20, then dried over MgS04, filtered and concentrated. Purification by silica gel chromatography (0 to 20% EtOAc/hexane) to give (3-cyano-phenyl) acetic acid methyl ester 47 as an oil: ¹H-NMR (400MHz, CDCl3) 8 = 7.63 (d, J= 8.0 Hz, 1H), 7.47 (d, J= 1.2 Hz, 1H), 7.30 (dd, J= 1.2 Hz, J= 8.0 Hz, 1H), 3.72 (s, 3H), 3.69 (s, 2H). MS calculated for C10H9O2ClN (M+W) 210.0, found 210.0.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 150529-73-0.

Reference:
Patent; IRM LLC; WO2005/113519; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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 2-(3-bromophenyl)acetate

INTERMEDIATE 72-(3-BromophenyD-2-methylpropionic acid methyl esterA solution of Intermediate 6 (15.85 g, 69.2 mmol) in THF (50 mL) was added as a steady stream over about 5 minutes to a suspension of sodium hydride (60% dispersion in mineral oil, 8.32 g, 208 mmol) in THF (100 mL) under nitrogen in an ice-water bath whilst maintaining the internal temperature between 1O0C and 200C. After the addition was complete, the mixture was stirred at r.t. for 1 h. The mixture was cooled again in an ice-water bath, and a solution of methyl iodide (10.6 mL, 24.6 g, 173 mmol) in THF (100 mL) was added slowly so as to maintain the temperature of the reaction at <25C. After the addition was complete the mixture was stirred for a further 15 minutes with the ice- water bath, and then for 18 h. The mixture was poured slowly (over a period of about 2 minutes) onto a mixture of ice (approximately 100 g) and saturated ammonium chloride solution (100 mL). The resulting mixture was evaporated and extracted with DCM (2 x 50 mL). The combined organic phases were dried (MgSO4), the solvent removed in vacuo and purified by column chromatography (SiO2, 10-100% EtOAc in heptane) to give the title compound (17.3 g) as a pale straw-coloured oil. deltaH (CDCl3) 7.48 (t, IH), 7.38 (m, IH), 7.23-7.29 (m, IH), 7.19 (t, IH), 3.66 (s, 3H), 1.56 (s, 6H). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common. Reference:
Patent; UCB PHARMA S.A.; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACK, Stephen, Robert; PERRY, Benjamin, Garfield; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; WO2010/52448; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics