Hydrochloric Acid → 2-amino-N-methyl-1,3-thiazole-5-carboxamide

tert-Butyl 5-(methylcarbamoyl)thiazol-2-ylcarbamate (0.77 g, 3.0 mmol) was added to TFA (1.5 mL) that was cooled in a water bath. The solution obtained was stirred at room temperature for 1.5 h. A second batch of TFA (1.5 mL) was added and the reaction mixture was stirred at 40° C. for 30 min and then concentrated in vacuo. To the residue was added 1 M aqueous solution of HCl (3.0 mL, 3.0 mmol) and deionized water (2.0 mL) and the solution concentrated under reduced pressure. Lyophilization gave 2-amino-N-methylthiazole-5-carboxamide (HCl salt, 750 mg) as a white powder. MS found: (M+H)+=158. The crude product was used as such in the next step without further purification.

1. temperaturewas cooled in a water bath
2. customThe solution obtained
3. stirringthe reaction mixture was stirred at 40° C. for 30 min
4. concentrationconcentrated in vacuo
5. concentrationthe solution concentrated under reduced pressure

ORD record

ord-81d20c88983e419b8e13cec046b1dcd4

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08304539B2