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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989019Generated: October 26, 2026

Bromine → 8-Cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1989019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl esterHCID 68583787—
SolventDichloromethaneHCID 6344—
Product8-Cyclohexyl-2-methylsulfanyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl esterHCID 68583207102%

Reaction Steps

Bromine (0.15 g, 0.94 mmol) was added to a solution of 8-cyclohexyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.28 g, 0.79 mmol) in DCM (10 mL). After 5 min, the solution was concentrated and the crude residue was redissolved in DCM (10 mL) and diisopropylethylamine (0.42 mL, 2.4 mmol) was added. After 15 h, the reaction mixture was partitioned between water and DCM, the organic layer was separated, dried (MgSO4) and concentrated to provide 0.28 g (87%) of the title compound.). Mass Spectrum (LCMS, ESI pos.) Calcd. For C17H21N3O3S: 347.13, found: (M+H) 348.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642270B2
Source datasetuspto-grants-2010_01
ORD IDord-b55581d20b1647ecaa07731a46ce3aaf
Source noteuspto-grants-2010_01