Methyl chloroformate → HCID 70225630, compound

Participants

Reaction Conditions

Reaction Steps

Under an atmosphere of argon protective gas, 2-amino-7-[4-cyano-2-(methylsulfonyl)phenyl]-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile (7 mg, 13.6 μmol) was dissolved in a mixture of abs. THF (0.6 ml) and abs. pyridine (11 μl). At room temperature, abs. pyridine (5×11 μl) and methyl chloroformate (5×6.4 mg, 5×68.1 μmol; 25 eq.) were added in a plurality of portions. The mixture was then heated as 80° C. for 12 h. Once HPLC analysis showed substantial conversion, the reaction mixture was concentrated under reduced pressure and purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (5.4 mg, 69% of theory).

Provenance & Evidence