1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine

Base Information

• Chemical Name: 1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine
• CAS No.: 192189-15-4
• Molecular Formula: C12H13BrN2O2
• Molecular Weight: 297.14782
• Mol file: 192189-15-4.mol

Synonyms:1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine;tert-butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate;3-Bromo-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

Chemical Property of 1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine

Chemical Property:

• PSA: 44.12000
• LogP: 3.58200
• Storage Temp.: 2-8°C

Purity/Quality:

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

tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine

There total 2 articles about 1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-bromo-1H-pyrrolo[3,2-b]pyridine (23688-47-3) → tert-butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (192189-15-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

1H-pyrrolo[3,2-b]pyridine (272-49-1) → tert-butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (192189-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / CHCl₃; CCl₄ / 0 °C

2: 76 percent / DMAP / dioxane / Ambient temperature

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

DOI:10.1021/jm960837y

Reference yield:

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid (603122-84-5) + tert-butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (192189-15-4) → tert-butyl 3-(2-fluoro-4-(methoxycarbonyl)phenyl)-1H-pyrrolo[3,2-b]pyridine-1-carboxylate

Guidance literature:

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium carbonate; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere; Sealed tube;

upstream raw materials:

di-tert-butyl dicarbonate

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

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

Refernces

• 1、 -. "NOVEL CLOSTRIDIUM DIFFICILE TOXIN INHIBITORS". Page/Page column 205-206. . Retrieved 2018/01/17.
• 2、 -. "4-AZAINDOLE BISPHOSPHONATES". Page/Page column 28-29. . Retrieved 2010/04/25.