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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694930Generated: November 2, 2026

Bromoacetyl bromide → {2-[(2-Bromoacetyl)-(2-chloro-5-fluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester

https://huagongshe.com/reaction/1694930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetyl bromideHCID 61147—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66645618HCID 66645618—
SolventDimethylacetamideHCID 31374—
Product{2-[(2-Bromoacetyl)-(2-chloro-5-fluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl esterHCID 6664563280%

Reaction Steps

2.2 ml of bromoacetyl bromide (25.2 mmol) was added to a solution of 5.3 g of [2-(2-chloro-5-fluorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester obtained in Example (62a) (16.8 mmol) in N,N-dimethylacetamide (170 ml) under ice-cooling, and the mixture was stirred at the same temperature for 15 minutes. A saturated sodium bicarbonate aqueous solution was added to the reaction mixture, followed by extraction with ethyl acetate. Then, the organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. Hexane was added to the residue, and the solid was collected by filtration to obtain 5.8 g of the title compound (yield: 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158790B2
Source datasetuspto-grants-2012_04
ORD IDord-748779d423d8449280ac81ec4b33eca7
Source noteuspto-grants-2012_04