(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → HCID 66628316, compound

Participants

Reaction Steps

The reaction was carried out under argon. (rac)-7-(4-Cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxamide (10 mg, 24 μmol; prepared analogously to Example 72/73 from Example 70) was initially charged in dry THF (0.6 ml), methoxycarbonylsulfamoyltriethylammonium hydroxide (Burgess reagent; 22 mg, 94 μmol, 4 eq.) was added and the mixture was stirred at RT for 1 h. HPLC showed complete conversion. The reaction mixture was then concentrated and the residue was purified by preparative HPLC (Gromsil C18 column, 10 μm; mobile phase: acetonitrile/water+0.1% TFA 10:90→90:10). The title compound was obtained as a solid (8.3 mg, 87% of theory).

Provenance & Evidence