1-Boc-3-bromo-5-azaindole

Base Information

• Chemical Name: 1-Boc-3-bromo-5-azaindole
• CAS No.: 192189-16-5
• Molecular Formula: C12H13BrN2O2
• Molecular Weight: 297.151
• Hs Code.: 2933990090
• Mol file: 192189-16-5.mol

Synonyms:1-Boc-3-bromo-5-azaindole;tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Chemical Property of 1-Boc-3-bromo-5-azaindole

Chemical Property:

• PSA: 44.12000
• LogP: 3.58200
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-Bromo-1H-pyrrolo[3,2-C]pyridine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Boc-3-bromo-5-azaindole

There total 2 articles about 1-Boc-3-bromo-5-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: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-bromo-1H-pyrrolo[3,2-c]pyridine (23612-36-4) → tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (192189-16-5)

Guidance literature:

With dmap; In tetrahydrofuran; at 17 - 20 ℃;

Reference yield:

5-azaindole (271-34-1) → tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (192189-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / CHCl₃; CCl₄ / 0 °C

2: 42 percent / DMAP / dioxane / Ambient temperature

With dmap; bromine; In 1,4-dioxane; tetrachloromethane; chloroform;

DOI:10.1021/jm960837y

Reference yield: 64.0%

4-Chlorophenylboronic acid (1679-18-1) + tert-butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (192189-16-5) → tert-butyl 3-(4-chlorophenyl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (1334712-90-1)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃; for 1.33333h;

upstream raw materials:

di-tert-butyl dicarbonate

3-bromo-1H-pyrrolo[3,2-c]pyridine

5-azaindole

Downstream raw materials:

2-(5-azaindol-3-yl)-5,11-dihydro-11-ethyl-5-methyl-6H-dipyrido[3,2-b;2',3'-e][1,4]diazepin-6-one

tert-butyl 3-(4-chlorophenyl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

3-(4-chlorophenyl)-1H-pyrrolo[3,2-c]pyridine

3-(4-chlorophenyl)-1-(oxolan-3-ylmethyl)-1H-pyrrolo[3,2-c]pyridine