1H-PYRROLO[2,3-B]PYRIDINE-4-CARBOXYLIC ACID

Base Information

• Chemical Name: 1H-PYRROLO[2,3-B]PYRIDINE-4-CARBOXYLIC ACID
• CAS No.: 479553-01-0
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2933990090
• Mol file: 479553-01-0.mol

Synonyms:7-Azaindole-4-carboxylic acid;Acide 1H-pyrrolo[2,3-b]pyridine-4-carboxylique;

Chemical Property of 1H-PYRROLO[2,3-B]PYRIDINE-4-CARBOXYLIC ACID

Chemical Property:

• Melting Point: >330℃
• PKA: 1.45±0.10(Predicted)
• PSA: 65.98000
• Density: 1.507 g/cm³
• LogP: 1.26110
• Storage Temp.: 2-8°C

Purity/Quality:

99.5% ^*data from raw suppliers

1H-Pyrrolo[2,3-b]pyridine-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-PYRROLO[2,3-B]PYRIDINE-4-CARBOXYLIC ACID

There total 1 articles about 1H-PYRROLO[2,3-B]PYRIDINE-4-CARBOXYLIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-chloro-7-azaindole (55052-28-3) → 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid (479553-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (diphenylphosphin)ferrocene / ISOPROPYLAMIDE / 2 h / 120 °C / Inert atmosphere

2: sodium hydroxide; water / ethanol / 6 h / Reflux

With water; sodium hydroxide; zinc; (diphenylphosphin)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ethanol; ISOPROPYLAMIDE;

Reference yield: 99.0%

1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid (479553-01-0) + (S)-3-(3,5-difluorophenyl)-2,7-dimethyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-c]pyridine hydrochloride → (S)-(3-(3,5-difluorophenyl)-2,7-dimethyl-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)(1H-pyrrolo[2,3-b]pyridin-4-yl)methanone

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 88.0%

1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid (479553-01-0) + (E)-2-hydroxy-1-(methyl(oxo)(phenyl)-λ6-sulfaneylidene)guanidine → ((5-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1,2,4-oxadiazol-3-yl)imino)(methyl)(phenyl)-λ6-sulfanone

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; ethyl acetate; at 0 - 80 ℃; Inert atmosphere;

DOI:10.1039/c9ob01931f

upstream raw materials:

4-chloro-7-azaindole

Downstream raw materials:

N-(3-(3-(trifluoromethyl)benzamido)phenyl)-1H-pyrrolo[2,3-b]pyridine-4-carboxamide

ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate

(1H-pyrrolo[2,3-b]pyridin-4-yl)methanol

1-(2-methoxy-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-2,3-dihydro-1H-indol-4-yl}urea

Refernces

• 1、 -. "Novel Azole fused pyridinyl urea derivatives or pharmaceutically acceptable salts thereof, preparation method therof and pharmaceutical composition for use in preventing or treating Urotensin-Ⅱ receptor activity related diseases containing the same as an active ingredient". . . Retrieved 2021/05/22.
• 2、 -. "5,6-BICYCLIC HETEROARYL-CONTAINING UREA COMPOUNDS AS KINASE INHIBITORS". . . Retrieved 2011/04/14.