Trifluoroacetic acid → HCID 21107812, compound

Participants

Reaction Steps

Treatment of 2-mesitylsulfonyl chloride (CAS 773-64-8) with tert-butyl N-hydroxycarbamate (CAS 36016-38-3) leads to compound 1 (Synthesis, 1972, 140). Hydrolysis of compound 1 with trifluoroacetic acid gives compound 2 (Synthesis, 1972, 140). Obtain compound 3 by the reaction of chloroacetaldehyde (CAS 107-20-0) with thioacetamide (CAS 62-55-5) (Lieb. Ann., 1889, 250, 269). Amination of compound 3 with compound 2 leads to salt 4 (Synthesis, 1974, 126). Condensation of compound 4 with acetic anhydride affords bicycle 5 (Chem. Pharm. Bull., 1974, 22, 482). Nitrosation of compound 5 with sodium nitrite and hydrochloric acid gives compound 6 (Chem. Pharm. Bull., 1974, 22, 482). Reduction of compound 6 with hydrogen under palladium affords 6-methylpyrazolo[5,1-b][1,3]thiazol-7-amine 7.

Provenance & Evidence