Pyridine → HCID 18507476, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 338 mg (1.29 mmol) 2-iodophenylacetic acid in 5 ml dichloromethane were added dropwise 0.19 ml (2.58 mmol) thionyl chloride and one drop of N,N-dimethylformamide and the mixtured stirred at 50° C. for 2 hours. The reaction mixture was then concentrated in vacuo, protecting from moisture as much as possible, and the residue redissolved in 5 ml dichloromethane. 65 mg (0.43 mmol) 2-Amino-4-(2-furyl)-6-(methylthio)-5-pyrimidinecarbonitrile and 0.48 ml (6.0 mmol) pyridine were added and the reaction mixture stirred at room temperature for 16 hours. The reaction mixture was then concentrated in vacuo. Chromatography (dichloromethane then 5% methanol in dichloromethane) followed by trituration in ether afforded 32 mg (24%) N-(5-Cyano-4-furan-2-yl-6-methylsulfanyl-pyrimidin-2-yl)-2-(2-iodo-phenyl)-acetamide as a white crystalline solid. EI-MS m/e (%): 476 (M+, 68).

Provenance & Evidence