Dichloromethane → HCID 178455197, compound

Participants

Reaction Conditions

Reaction Steps

2-(4-amino-6-hydroxy-2-[2-naphthylmethyl]thio-5-pyrimidinyl)-ethanol (Cpd #279; 106 mg, 0.32 mmol) is dissolved in pyridine (0.64 ml) and the solution is cooled to 0° C. then treated with t-butyl dimethylsilyl chloride (0.058 g, 0.39 mmol). The solution is stirred at 0° C. for 2 hours and two new spots developed in the mixture. The reaction mixture is poured into methylene chloride and washed 3× with 1 M HCl, 10% HCl, 3× H2O, 2× 6% NaHCO3, dried with MgSO4, then concentrated in vacuo. The crude product is then purified by chromatography (SiO2 1:1 hexane/ethyl acetate): 60 mg (0.18 mmol, 57%), mp 156-158° C.

Provenance & Evidence