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

Base Information

• Chemical Name: 1-Boc-1H-pyrrolo[3,2-c]pyridine
• CAS No.: 148760-75-2
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.255
• Hs Code.: 2933990090
• Mol file: 148760-75-2.mol

Synonyms:1-Boc-1H-pyrrolo[3,2-c]pyridine;1H-Pyrrolo[3,2-c]pyridine-1-carboxylic acid, 1,1-diMethylethyl ester

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

Chemical Property:

• Boiling Point: 339.3±34.0 °C(Predicted)
• PKA: 7.02±0.30(Predicted)
• PSA: 44.12000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 2.81950
• Storage Temp.: 2-8°C

Purity/Quality:

99.3% ^*data from raw suppliers

tert-Butyl1H-Pyrrolo[3,2-c]pyridine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about 1-Boc-1H-pyrrolo[3,2-c]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: 100.0%

5-azaindole (271-34-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate (148760-75-2)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 18h;

Reference yield: 68.0%

3,4-dibromo-1-methyl-2,5-dihydropyrrole-2,5-dione (3005-27-4) + 1-Boc-3-trimethylstannyl-5-azaindole (877060-51-0) → 1-methyl-3,4-bis(1H-pyrrolo[3,2-c]pyridin-1-yl)pyrrole-2,5-dione (1038754-56-1) + tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate (148760-75-2)

Guidance literature:

With lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In toluene; for 15h; Heating;

DOI:10.1016/j.bmc.2008.02.086

Reference yield: 26.0%

(3-Trimethylsilanylethynyl-pyridin-4-yl)-carbamic acid tert-butyl ester (211029-70-8) → tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate (148760-75-2)

Guidance literature:

With copper(l) iodide; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 6h;

upstream raw materials:

5-azaindole

di-tert-butyl dicarbonate

(3-Ethynyl-pyridin-4-yl)-carbamic acid tert-butyl ester

(3-Trimethylsilanylethynyl-pyridin-4-yl)-carbamic acid tert-butyl ester

Downstream raw materials:

tert-butyl (3aS,7aR)-2,3,3a,4,5,6,7,7a-octahydropyrrolo[3,2-c]pyridine-1-carboxylate

tert-butyl 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

5-azaindole

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AND THEIR USE FOR TREATMENT OF HELMINTHIC INFECTIONS AND DISEASES". Paragraph 00599. . Retrieved 2020/11/03.
• 2、 -. "PYRROLO[2,3-B]PYRIDINE COMPOUNDS AND THEIR USE IN THE TREATMENT OF CANCER". Paragraph 00153; 00207. . Retrieved 2019/03/05.