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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1387384Generated: October 30, 2026

Bromine → (+)-6-(3,4-Difluorophenyl)-1,2,3,6-tetrahydro-2-oxo-5-methoxycarbonyl-4-bromomethyl-1-[(4-nitrophenyloxy)carbonyl]pyrimidine

https://huagongshe.com/reaction/1387384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantHCID 10671680HCID 10671680—
SolventChloroformHCID 6212—
Product(+)-6-(3,4-Difluorophenyl)-1,2,3,6-tetrahydro-2-oxo-5-methoxycarbonyl-4-bromomethyl-1-[(4-nitrophenyloxy)carbonyl]pyrimidineHCID 22725192102.6%

Reaction Steps

To a well stirred solution of (+)-6-(3,4-difluorophenyl)-1,6-dihydro-2-methoxy-5-methoxycarbonyl-4-methyl-1-[(4-nitrophenyloxy) carbonyl]pyrimidine (1.5 mmol, 0.66 g) in 5 mL of chloroform was added a solution of bromine (1.5 mmol, 0.09 mL) in 3 mL of chloroform at 0° C. and the solution was allowed to attain room temperature over 1.5 h. The solvent was removed in vacuo and the residue was again dissolved in CHCl3 (20 mL) and washed with brine. The organic layer was separated, dried over Na2SO4, filtered and the solvent was removed in vacuo to get 0.81 g of (+)-6-(3,4-difluorophenyl)-1,2,3,6-tetrahydro-2-oxo-5-methoxycarbonyl-4-bromomethyl-1-[(4-nitrophenyloxy) carbonyl]pyrimidine as a yellow foam. It was used in the next step without any purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06268369B1
Source datasetuspto-grants-2001_07
ORD IDord-e34e4ecda580450fb7e2a9fcc3765ddd
Source noteuspto-grants-2001_07