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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[2,3-b]pyridine;5-Fluoro-1H-pyrrolo[2,4-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
Molecular Weight:
136.13
MDL Number:
MFCD06659678
MOL File:
866319-00-8.mol
MSDS File:
SDS
Last updated:2026-09-12 18:50:13

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

Melting point 112-113°C
Density 1.35
storage temp. Sealed in dry,Room Temperature
form powder
pka 13.04±0.40(Predicted)
color Beige to brown
InChI 1S/C7H5FN2/c8-6-3-5-1-2-9-7(5)10-4-6/h1-4H,(H,9,10)
InChIKey BALBNSFYMXBWNM-UHFFFAOYSA-N
SMILES Fc1cnc2[nH]ccc2c1
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P301+P312+P330-P305+P351+P338+P310
Hazard Codes  Xi,Xn
Risk Statements  22-41
Safety Statements  26-39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1

5-Fluoro-1H-pyrrolo[2,3-b]pyridine price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich ADE000902 5-Fluoro-1H-pyrrolo[2,3-b]pyridine Aldrich 866319-00-8 1g $909 2026-04-30 Buy
AstaTech 52610 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE 97% 866319-00-8 1G $29 2026-04-30 Buy
Apolloscientific PC200049 5-Fluoro-7-azaindole 97% 866319-00-8 250mg $21 2026-06-04 Buy
Apolloscientific PC200049 5-Fluoro-7-azaindole 97% 866319-00-8 1g $29 2026-06-04 Buy
Apolloscientific PC200049 5-Fluoro-7-azaindole 97% 866319-00-8 5g $142 2026-06-04 Buy
Product number Packaging Price Buy
ADE000902 1g $909 Buy
52610 1G $29 Buy
PC200049 250mg $21 Buy
PC200049 1g $29 Buy
PC200049 5g $142 Buy

5-Fluoro-1H-pyrrolo[2,3-b]pyridine Chemical Properties, Uses, 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

2-Amino-3-bromo-5-fluoropyridine

869557-43-7

Acetaldehyde

75-07-0

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

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

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View Latest Price from 5-Fluoro-1H-pyrrolo[2,3-b]pyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE pictures 2026-06-30 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE
866319-00-8
1KG 97.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
5-Fluoro-1H-pyrrolo[2,3-b]pyridine pictures 2025-04-04 5-Fluoro-1H-pyrrolo[2,3-b]pyridine
866319-00-8
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE pictures 2019-07-06 5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE
866319-00-8
$500.00 1KG 98% 1ton Career Henan Chemical Co

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

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 5-Fluoro-1H-pyrrolo[2,3-b]pyridine 866319-00-8 Fluorine series Heterocycles series CHIRAL CHEMICALS