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Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Structure
CAS No.
1235865-75-4
Chemical Name:
Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate
Synonyms
methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate;Methyl 2-[(1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]-4-fluorobenzoa...;abt199 int 2;ABT-199 Intermediate;ABT199 intermediates;ABT199 intermediate 3;Venetoclax Intermediate 3;methyl 4-fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate;Methyl 2-((1H-pyrrolo[2,3-b]pyrin- 5-yl)oxy)-4-fluorobenzoate;Methyl-2-((1H-pyrrolo[2,3-b]pyridine-5-yl)oxy)-4-fluorobenzoate
CBNumber:
CB03037821
Molecular Formula:
C15H11FN2O3
Molecular Weight:
286.26
MOL File:
1235865-75-4.mol
Modify Date:
2024/5/28 19:59:05
Request For Quotation

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Properties

Density 1.377±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka 13.21±0.40(Predicted)
CAS DataBase Reference 1235865-75-4

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS05
Signal word  Danger
Hazard statements  H335-H302-H318-H315
Precautionary statements  P264-P270-P301+P312-P330-P501-P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Chemical Properties,Uses,Production

Description

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate is a pharmaceutical intermediate compound that can be used in the preparation of a bcl-2 inhibitor intermediate, methyl 4-fluoro-2-((3-fluoro-lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)benzoate. It can be used in the treatment of some cancers.

Chemical Properties

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate appears as off-white solid, Store at 0-8 °C.

Uses

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate is the intermediate for ABT 199 (A112430), which is a potent and selective BCL-2 inhibitor that achieves potent antitumor activity while sparing platelets. It’s practical application is to treat chronic lymphocytic leukaemic cells and estrogen receptor-positive breast cancer.

Synthesis

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate is prepared by the reaction of 5-Hydroxy-7-azaindole and Methyl 2,4-difluorobenzoate . The specific synthesis steps are as follows:
To a three-necked flask was added 100 g of 5-hydroxy-7-azaindole (746 mmol), 141 g of methyl 2,4-difluorobenzoate(821 mmol), 237 g of potassium phosphate (1.12 mol) and 500 mL of diethylene glycol dimethyl Ether, 110 ° C for 24 h (HPLC to monitor 5-hydroxy-7-azaindole).The reaction solution was concentrated to dryness, and 2L of ethyl acetate and 2 L of water were added. The organic phase was separated,dried over anhydrous sodium sulfate, and concentrated to dry crude.The crude product was heated to reflux with 1260 mL of ethyl acetate. The mixture was slowly added dropwise to a solution of 1260 mL ofpetroleum ether. After 1 h of dropping, the mixture was stirred for 1 h, slowly cooled to 25 ° C, filtered and dried to give163g of pale white solidRate of 76.5percent.HPLC purity 98percent.
Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate synthesis

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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 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

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Suppliers

Global( 197)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Aarti Industries Limited (AIL) +91-84596144931 +91-9920899935 Maharashtra, India 235 58 Inquiry
Vachichem +91-9886704423 +91-9880599557 Karnataka, India 72 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Hangzhou ICH Biofarm Co., Ltd +86-0571-28186870; +undefined8613073685410 China 990 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21667 55 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32836 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Shenzhen Nexconn Pharmatechs Ltd +86-755-89396905 +86-15013857715 China 10311 58 Inquiry
Supplier Advantage
Aarti Industries Limited (AIL) 58
Vachichem 58
CLEARSYNTH LABS LTD. 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
Hangzhou ICH Biofarm Co., Ltd 58
Capot Chemical Co.,Ltd. 60
Henan Tianfu Chemical Co.,Ltd. 55
ATK CHEMICAL COMPANY LIMITED 60
career henan chemical co 58
Shenzhen Nexconn Pharmatechs Ltd 58

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Spectrum

Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate(1235865-75-4)1HNMR

1235865-75-4(Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate)Related Search:

Ethyl2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate 1-Piperazinecarboxylic acid, 4-[3-fluoro-4-(methoxycarbonyl)phenyl]-, 1,1-dimethylethyl ester (2-(4-chlorophenyl)-4,4-diMethylcyclohex-1-enyl)Methanol 5-AMINO-3-(TRIFLUOROMETHYL)PICOLINONITRILE Apalutamide
5-isothiocyanato-3-(trifluoromethyl)picolinonitrile methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(piperazin-1-yl)benzoate tert-butyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-bromobenzoate 4-(1-CYANOCYCLOBUTYLAMINO)-2-FLUORO-N-METHYLBENZAMIDE 1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine dihydrochloride
4-Bromo-2-fluoro-N-methylbenzamide 2-[(1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy]-4-[4-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazin-1-yl]benzoic acid 1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine 1H-Pyrrolo[2,3-b]pyridin-5-ol, 1-[tris(1-methylethyl)silyl]- ABT-199
3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide 4'-chloro-5,5-diMethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carbaldehyde
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abt199 int 2 ABT199 intermediate 3 ABT199 intermediates Methyl 2-((1H-pyrrolo[2,3-b]pyrin- 5-yl)oxy)-4-fluorobenzoate ABT-199 Intermediate methyl 4-fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate Methyl-2-((1H-pyrrolo[2,3-b]pyridine-5-yl)oxy)-4-fluorobenzoate Venetoclax Intermediate 3 Benzoic acid, 4-fluoro-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-, methyl ester methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate Methyl 2-[(1H-pyrrolo[2,3-b]pyridin-5-yl)oxy]-4-fluorobenzoa... methyl 2-((2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate 1-(3-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(((3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)sulfonyl)carbamoyl)phenyl)-4-((6-(4-chlorophenyl)-4,4-dimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)methyl)piperazine 1,4-dioxide 1235865-75-4 1235865-75-4