Trifluoroacetic acid → HCID 58207992, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 5-(5-bromo-6-chloropyridin-3-yl)-N-isopropylthiazol-2-amine (341 mg, 1.02 mmol) in n-BuOH (5 mL) was added hydrazine monohydrate (806 μL, 2.55 mmol). The reaction mixture was heated at 105° C. in a sealed tube overnight, cooled and concentrated. The residue was added trimethyl orthoformate (335 μL, 3.06 mmol), CH2Cl2 (5 mL) and stirred for 10 mins, then added TFA (118 μL, 1.53 mmol). The reaction was continued to stir for 45 mins, and then concentrated. The residue was added water (10 mL), neutralized with NaHCO3, stirred overnight, filtered and rinsed with water. The dried solid was purified by a flash column using 5% MeOH in dichloromethane as an eluent. The product containing fractions were concentrated to give the product (208.1 mg, 60% yield in two-step).

Provenance & Evidence