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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694926Generated: November 2, 2026

Water → {2-[(2-Bromoacetyl)-(2,6-difluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester

https://huagongshe.com/reaction/1694926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromoacetyl bromideHCID 61147—
Reactant[2-(2,6-Difluorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl esterHCID 66645887—
SolventDimethylacetamideHCID 31374—
Product{2-[(2-Bromoacetyl)-(2,6-difluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl esterHCID 66645630100%

Reaction Steps

1.17 ml of bromoacetyl bromide (13.4 mmol) was added to a solution of 3.66 g of [2-(2,6-difluorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester obtained in Example (60a) (12.2 mmol) in N,N-dimethylacetamide (61 ml) under ice-cooling, and the mixture was stirred at the same temperature for five minutes. Water was added to the reaction mixture, followed by extraction with diethyl ether. Then, the organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1) to obtain 5.14 g of the title compound (yield: quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158790B2
Source datasetuspto-grants-2012_04
ORD IDord-c6c76cd528144d14b73a18801d7756fc
Source noteuspto-grants-2012_04