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

Product Name: Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate
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
Formula Weight: 286.26
MOL File: 1235865-75-4.mol

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

Density: 1.377±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 13.21±0.40(Predicted)
Appearance: Light yellow to yellow Solid
InChI: InChI=1S/C15H11FN2O3/c1-20-15(19)12-3-2-10(16)7-13(12)21-11-6-9-4-5-17-14(9)18-8-11/h2-8H,1H3,(H,17,18)
InChIKey: WOXIJNIAUMZYEL-UHFFFAOYSA-N
SMILES: C(OC)(=O)C1=CC=C(F)C=C1OC1=CN=C2NC=CC2=C1
CAS DataBase Reference: 1235865-75-4

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: M265625
Product name: Methyl4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate
Packaging: 500mg
Price: $165
Updated: 2021/12/16

AK Scientific

Product number: J55660
Product name: Methyl2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate
Packaging: 10g
Price: $238
Updated: 2021/12/16

AK Scientific

Product number: J55660
Product name: Methyl2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate
Packaging: 50g
Price: $794
Updated: 2021/12/16

AK Scientific

Product number: J55660
Product name: Methyl2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate
Packaging: 100g
Price: $1430
Updated: 2021/12/16

Chemenu

Product number: CM105037
Product name: methyl4-fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate
Purity: 95%+
Packaging: 25g
Price: $1973
Updated: 2021/12/16

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

References

[1] Patent: CN107089981, 2017, A. Location in patent: Paragraph 0033; 0034; 0035; 0036
[2] Patent: CN108658983, 2018, A. Location in patent: Paragraph 0110; 0111; 0112
[3] Patent: CN106565706, 2017, A. Location in patent: Paragraph 0188; 0189; 0190
[4] Patent: WO2017/212431, 2017, A1. Location in patent: Page/Page column 57; 58
[5] Patent: WO2018/29711, 2018, A2. Location in patent: Page/Page column 32; 33

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

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

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View Lastest Price from Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Methyl 4-Fluoro-2-{1H-pyrrolo[2,3-b]pyridin-5-yloxy}benzoate 1235865-75-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-01-11

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Venetoclax Impurity 17 1235865-75-4
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 0.98
Supply Ability: 10g
Release date: 2024-04-28

Hangzhou ICH Biofarm Co., Ltd

Product: methyl2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-fluorobenzoate 1235865-75-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 200kg
Release date: 2023-06-30

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

abt199 int 2

methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate

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-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