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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200111Generated: October 30, 2026

Water → tert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamate

https://huagongshe.com/reaction/2200111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
Reactanttert-butyl N-(4-bromopyridin-2-yl)carbamateHCID 11680626—
SolventDichloromethaneHCID 6344—
Producttert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamateHCID 9002056798.8%

Reaction Steps

Add cyclopropanecarbonyl chloride (1.42 g, 13.68 mmol) slowly to a solution of tert-butyl N-(4-bromo-2-pyridyl)carbamate (1.24 g, 4.6 mmol), Et3N (1.38 g, 13.68 mmol) in DCM (15 mL) at 0° C. After addition, stir the reaction at room temperature for 2 hrs. Pour the reaction mixture to water (50 mL), extract with EtOAc (15 mL×3), combine the organic layers and wash with brine (100 mL). Dry over anhydrous Na2SO4; concentrate under reduced pressure to give the crude product (1.55 g) which is used without further purification. MS: (M+1): 241.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-f7c92abafd794441b526cecb9bae2f37
Source noteuspto-grants-2016_06