2-Aminothiazole → HCID 178522552, compound
Reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[F:7][C:8]([F:24])([F:23])[C:9]1[C:18]([C:19](Cl)=[O:20])=[C:17]([OH:22])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1>N1C=CC=CC=1>[F:24][C:8]([F:7])([F:23])[C:9]1[C:18]([C:19]([NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)=[O:20])=[C:17]([OH:22])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
7.5 g of 2-amino-thiazole and 20 ml of pyridine were added to a solution of the product of Step F in 120 ml of anhydrous pyridine and the mixture was heated at 80°-85° C. for one hour. The mixture was stirred at room temperature for 16 hours and was then evaporated to dryness. The residue was triturated with 200 ml of water and was then vacuum filtered. The filter was washed and the combined wash water and filtrate were cooled in ice and acidified with concentrated hydrochloric acid. The mixture was vacuum filtered and the recovered product was washed with water and dried to obtain 13.7 g of 2-trifluoromethyl-4-hydroxy-N-(2-thiazolyl)-3-quinoline-carboxamide melting at >280° C.