1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-
• CAS No.: 920966-03-6
• Molecular Formula: C8H5ClN2O2
• Molecular Weight: 196.593
• Hs Code.: 2933990090
• Mol file: 920966-03-6.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid 95%;4-Chloro-7-azaindole-5-carboxylic acid;4-Chloro-1H-pyrrol[2,3-b] pyridine-5-carboxylic acid;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, 5-Carboxy-4-chloro-1H-pyrrolo[2,3-b]pyridine;4-Chloro-7-azaindole-5-carboxylic acid 95%;4-Chloro-7-azaindole-5-ca...

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-

Chemical Property:

• PKA: 0.70±0.30(Predicted)
• PSA: 65.98000
• Density: 1.644g/cm³
• LogP: 1.91450
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-

There total 5 articles about 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- 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: 98.0%

ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (885500-55-0) → 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (920966-03-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 60 ℃; for 1.5h;

DOI:10.1248/cpb.c15-00036

Reference yield: 77.0%

ethyl 4-chloro-1-(triisopropylsilyl)-7-azaindole-5-carboxylate (1310704-15-4) → 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (920966-03-6)

Guidance literature:

With hydrogenchloride; water; sodium hydroxide; In ethanol; at 60 ℃; for 2h;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (920966-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 5 °C

1.2: 1 h

2.1: sec.-butyllithium / tetrahydrofuran; cyclohexane; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: 1 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide / water; ethanol / 1.5 h / 60 °C

With sec.-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; hexane; cyclohexane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.c15-00036

upstream raw materials:

ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

4-chloro-7-azaindole

4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

ethyl 4-chloro-1-(triisopropylsilyl)-7-azaindole-5-carboxylate

Downstream raw materials:

4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

N-ethyl-3-oxo-2-phenyl-2,3-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine-6(5H)-carbothioamide

N-Methyl-3-oxo-2-phenyl-2,3-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine-6(5H)-carboxamide

Refernces

• 1、 -. "PGDH INHIBITORS AND METHODS OF MAKING AND USING". Paragraph 0271; 0278; 0283; 0644; 0648. . Retrieved 2021/07/31.
• 2、 -. "NOVEL COMPOUNDS". Page/Page column 45. . Retrieved 2008/06/13.