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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205609Generated: November 2, 2026

Triethylamine → Benzyl (S)-(1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamate

https://huagongshe.com/reaction/2205609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyl chloroformateHCID 10387—
Reactant(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamineHCID 86707977—
SolventDichloromethaneHCID 6344—
ProductBenzyl (S)-(1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)carbamateHCID 11821475094.7%

Reaction Conditions

Temperature13 °C

Reaction Steps

To a stirred solution of (S)-1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethan-1-amine (1.0 g, 3.93 mmol) in DCM (20 mL) was added triethylamine (796 mg, 7.87 mmol) followed by CbzCl (808 mg, 4.72 mmol) at 0° C. The reaction mixture was stirred at about 0 to 26° C. for 1.5 hours. After the solvent was removed, the residue was purified by silica gel column chromatography (PE/EtOAc=10:1) to give the title compound as a yellow oil (1.44 g, 94.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371321B2
Source datasetuspto-grants-2016_06
ORD IDord-dd63baf00f14405a8cabb7d0234a3f50
Source noteuspto-grants-2016_06