ChemicalBook > CAS DataBase List > 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE

5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE

Product Name: 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE
CAS No.: 866319-00-8
Chemical Name: 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE
Synonyms: 5-FLUORO-7-AZAINDOLE;SW-10;SWF-10;EOS-60587;5-Fluor-1H-pyrrolo[2,3-b]pyridin;5-Fluoro-1H-pyrrolo[2,3-b]pyridin;5-Fluoro-1H-pyrrolo[2,4-b]pyridine;5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE;1H-Pyrrolo[2,3-b]pyridine, 5-fluoro-;5-Fluoro-7-azaindole (5-Fluoro-1H-pyrrolo[2,3-b]pyridine)
CBNumber: CB2128702
Molecular Formula: C7H5FN2
Formula Weight: 136.13
MOL File: 866319-00-8.mol

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5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE Property

Melting point:: 112-113°C
Density: 1.35
storage temp.: Sealed in dry,Room Temperature
pka: 13.04±0.40(Predicted)
form: powder
color: Beige to brown
InChIKey: BALBNSFYMXBWNM-UHFFFAOYSA-N

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-41
Safety Statements: 26-39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: ADE000902
Product name: 5-Fluoro-1H-pyrrolo[2,3-b]pyridine
Purity: Aldrich
Packaging: 1g
Price: $853
Updated: 2025/07/31

TRC

Product number: F593133
Product name: 5-Fluoro-1H-pyrrolo[2,3-b]pyridine
Packaging: 500mg
Price: $90
Updated: 2021/12/16

Apolloscientific

Product number: PC200049
Product name: 5-Fluoro-7-azaindole
Packaging: 1g
Price: $110
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK136629
Product name: 5-Fluoro-7-azaindole
Purity: 97%
Packaging: 250mg
Price: $160
Updated: 2021/12/16

AK Scientific

Product number: W8896
Product name: 5-Fluoro-1H-pyrrolo[2,3-B]pyridine
Packaging: 100mg
Price: $65
Updated: 2021/12/16

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5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

5-Fluoro-1H-pyrrolo[2,3-B]pyridine is an important pharmaceutical intermediate. This type of derivative exists in alkaloids such as ASP3627, Mappicine, and Vemurafenib, and can be used as LRRK2 inhibitors, MPS1 inhibitors, JAK1 inhibitors, Met kinase inhibitors, etc.

Synthesis

869557-43-7

75-07-0

866319-00-8

General procedure for the synthesis of 5-fluoro-1H-pyrrolo[2,3-b]pyridine from 2-amino-3-bromo-5-fluoropyridine and acetaldehyde: To a nitrogen-purged 500 mL pressure reactor were added sequentially 3-bromo-5-fluoropyridin-2-ylamine (compound 2a) (20 g, 104.7 mmol, 1.0 equiv.), DABCO (17.6 g, 157.0 mmol, 1.5 equiv.) and tetrabutylammonium bromide (3.38 g, 10.5 mmol, 0.1 equiv.). mmol, 1.5 eq.) and tetrabutylammonium bromide (3.38 g, 10.5 mmol, 0.1 eq.). Subsequently, anhydrous dimethyl sulfoxide (40 mL) and anhydrous ethyl acetate (120 mL) were added to the reactor and the resulting mixture was degassed by nitrogen bubbling for 30 minutes. Next, bis(dibenzylideneacetone)palladium(0) (3.01 g, 5.24 mmol, 0.05 eq.), 10% w/w hexane solution of tri-tert-butylphosphine (21.2 g, 10.47 mmol, 0.1 eq.), and acetaldehyde (5.08 g, 115.2 mmol, 1.1 eq.) were added, and the reaction vessel was sealed. The reaction mixture was stirred at room temperature for 1 hour and then transferred to a 76.5°C oil bath for 5 hours. Upon completion of the reaction, the reaction system was cooled and sampled for HPLC analysis. Upon confirmation of complete conversion of compound 2a to target product 3b (typically 100% conversion after 5 h), the reaction was quenched by adding water (40 mL) to the reaction mixture. The aqueous phase was back-extracted with ethyl acetate (40 mL), and the organic phases were combined and filtered through a diatomaceous earth pad to remove fine solids. The diatomaceous earth pad was washed with ethyl acetate (40 mL), 5% Na2CO3 solution (60 mL) was added to the combined organic phases and stirred under nitrogen protection for 30 minutes. The organic phase was separated, washed with water (60 mL) and concentrated at 80 °C under reduced pressure.

References

[1] Patent: WO2015/73481, 2015, A1. Location in patent: Paragraph 0307

5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5-Fluoro-1H-pyrrolo[2,3-b]pyridine 866319-00-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-27

Shaanxi Dideu New Materials Co. Ltd

Product: 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE 866319-00-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 97.0%
Supply Ability: 10000KGS
Release date: 2024-11-11

Career Henan Chemical Co

Product: 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE 866319-00-8
Price: US $500.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-04

866319-00-8, 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINERelated Search:

5-FLUORO-1H-INDAZOLE-3-CARBALDEHYDE 5-FLUORO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER 5-Fluoro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 5-Fluoro-7-azaindole-3-carboxylic acid 5-FLUORO-4-IODO-1H-PYRROLO[2,3-B]PYRIDINE 3,6-Dichloro-4-methylpyridazine Methyl 7-azaindole-6-carboxylate methyl 6‐bromo‐2‐oxo‐2,3‐dihydro‐1h‐indole‐4‐carboxylate 4-AMINO-1-[(2,4-DIMETHOXYPHENYL)METHYL]PYRROLIDIN-2-ONE 4-(TERT-BUTOXYCARBONYL)PHENYLBORONIC ACID 6-Chloro-5-fluoro-7-azaindole 7-BroMo-2-(Methylthio)pyrrolo[1,2-f][1,2,4]triazine 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-1-[(4-methylphenyl)sulfonyl]- 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one [1-(trifluoromethyl)cyclopropyl]methanamine hydrochloride 5,7-Difluoroindole 5,6-dichloro-1H-Indole-3-carboxaldehyde 2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE

5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE

5-FLUORO-7-AZAINDOLE

5-Fluoro-7-azaindole (5-Fluoro-1H-pyrrolo[2,3-b]pyridine)

1H-Pyrrolo[2,3-b]pyridine, 5-fluoro-

EOS-60587

5-Fluoro-1H-pyrrolo[2,3-b]pyridin

SWF-10

SW-10

5-Fluoro-1H-pyrrolo[2,4-b]pyridine

5-Fluor-1H-pyrrolo[2,3-b]pyridin

866319-00-8

Fluorine series

Heterocycles series

CHIRAL CHEMICALS