4-Hydroxymethyl-7-azaindole

Base Information

• Chemical Name: 4-Hydroxymethyl-7-azaindole
• CAS No.: 936549-95-0
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• Mol file: 936549-95-0.mol

Synonyms:4-HYDROXYMETHYL-7-AZAINDOLE;(1H-pyrrolo[2,3-b]pyridin-4-yl)Methanol;1H-Pyrrolo[2,3-b]pyridine-4-methanol

Chemical Property of 4-Hydroxymethyl-7-azaindole

Chemical Property:

• PKA: 13?+-.0.10(Predicted)
• PSA: 48.91000
• Density: 1.36 g/cm³
• LogP: 1.05520
• Storage Temp.: 2-8°C

Purity/Quality:

98% purity ^*data from raw suppliers

4-Hydroxymethyl-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Hydroxymethyl-7-azaindole

There total 8 articles about 4-Hydroxymethyl-7-azaindole 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: 67.0%

ethyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate (1261588-72-0) → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanol (936549-95-0)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; for 6h; Reflux;

Reference yield:

4-chloro-7-azaindole (55052-28-3) → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanol (936549-95-0)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3.1: trichlorophosphate / Reflux

3.2: pH 9

4.1: calcium chloride; sodium tetrahydroborate / tetrahydrofuran / 6 h / Reflux

With sodium tetrahydroborate; water; calcium chloride; sodium hydroxide; zinc; trichlorophosphate; (diphenylphosphin)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; ethanol; ISOPROPYLAMIDE;

Reference yield:

1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde (728034-12-6) → (1H-pyrrolo[2,3-b]pyridin-4-yl)methanol (936549-95-0)

Guidance literature:

1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde; With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

With water; In methanol;

upstream raw materials:

7-Azaindole

4-chloro-7-azaindole

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

1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

Downstream raw materials:

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

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

Refernces

• 1、 -. "5,6-BICYCLIC HETEROARYL-CONTAINING UREA COMPOUNDS AS KINASE INHIBITORS". . . Retrieved 2011/04/14.