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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223010Generated: October 30, 2026

1,2-Dichloroethane → 3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methyl-N-(phenylmethyl)benzamide

https://huagongshe.com/reaction/223010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantBenzylamineHCID 7504—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-[8-(2,6-Difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acidHCID 57530530—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methyl-N-(phenylmethyl)benzamideHCID 59212703—

Reaction Steps

3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid (0.15 g, 0.342 mmol) was dissolved in CH2Cl2 (10 mL) and stirred under argon at room temperature. N-Benzylamine (0.11 g, 1.03 mmol) was added followed by EDC (0.082 g, 0.41 mmol) and HOBT (0.055 g, 0.41 mmol). The reaction was stirred overnight. The solvents were pumped off in vacuo, and the residue taken up in EtOAc and washed twice with H2O, once with brine, dried over anhydrous Na2SO4 filtered and evaporated. The residue was flash chromatographed on silica gel (20 g) eluted with 0-1.5% MeOH/CH2Cl2 to give the title compound. mp (dec) 124-130° C. LC-MS m/z 529 (M+H)+, 2.36 min (ret time).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207176B2
Source datasetuspto-grants-2012_06
ORD IDord-a6912a67d3084ea4a0eef4e41be05893
Source noteuspto-grants-2012_06