ChemicalBook CAS DataBase List 2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid

2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid synthesis

11synthesis methods

Product Name:2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid
CAS Number:1235865-77-6
Molecular formula:C33H35ClN4O3
Molecular Weight:571.11

A solution of 2 - ((lH-pyrrolo [2,3-b] pyridine-5-yl) oxy) -4- (4 - ((4'-chloro-5,5-dimethyl- 2-yl) methyl) piperazine-1-yl) benzoate (1.65 g, 2.82 mmol, 1.0 eq)Was added to THF (30 mL) and methanol (10 mL), sodium hydroxide (0.60 g, 15.0 mmol, 5.5 eq) and water (6 mL) were added and reacted at 45 ° C overnight. Point half analysis, the raw material has been completely responsive. After cooling, the mixture was poured into 100 mL of water, adjusted to pH = 2 with 2M hydrochloric acid, and extracted with DCM (30 mL x 3). The organic phase was dried over anhydrous sodium sulfate, spin-dried, and then 5 mL of DCM and 100 mL of PE were stirred for 10 min, Filtered to filter the white solid product 2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid, the yield 96.9%.

1235865-76-5 Synthesis

Methyl 2-[(1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazin-1-yl]benzoate

1235865-76-5
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2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid

1235865-77-6
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Yield: 96.9%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;methanol;water at 45;

Steps:

1.14 Step 14:2 - ((1H-pyrrolo [2,3-b] pyridin-5-yl) oxy) -4- (4 - ((4'-chloro-5,5-dimethyl- , 6-tetrahydro- [1,1'-biphenyl] -2-yl) methyl) piperazin-1-yl) benzoic acid
A solution of 2 - ((lH-pyrrolo [2,3-b] pyridin-5-yl) oxy) -4- (4 - ((4'-chloro-5,5-dimethyl- 2-yl) methyl) piperazin-1-yl) benzoate (1.65 g, 2.82 mmol, 1.0 eq)Was added to THF (30 mL) and methanol (10 mL), sodium hydroxide (0.60 g, 15.0 mmol, 5.5 eq) and water (6 mL) were added and reacted at 45 ° C overnight. Point half analysis, the raw material has been completely responsive. After cooling, the mixture was poured into 100 mL of water, adjusted to pH = 2 with 2M hydrochloric acid and extracted with DCM (30 mL x 3). The organic phase was dried over anhydrous sodium sulfate, spin dried, and then 5 mL of DCM and 100 mL of PE were stirred for 10 min , Filtered to filter the white solid product 1.56g, the yield 96.9%.

References:

Sunshine Lake Pharma Co.,Ltd.;Kou, Yuhui;Hu, Bolin;Jiang, Haigang;Ye, Jiuyong;Liu, Zhiqiang;Xie, Hongming;Zhang, Yingjun CN106565706, 2017, A Location in patent:Paragraph 0209; 0210; 0211

32767-46-7 Synthesis