4-METHYL-2-[1-(TERT-BUTOXYCARBONYL)PIPERID-4-YL]-1,3-THIAZOLE-5-CARBOXYLIC ACID synthesis
- Product Name:4-METHYL-2-[1-(TERT-BUTOXYCARBONYL)PIPERID-4-YL]-1,3-THIAZOLE-5-CARBOXYLIC ACID
- CAS Number:216955-61-2
- Molecular formula:C15H22N2O4S
- Molecular Weight:326.41
216955-61-2
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1083418-79-4
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Yield:1083418-79-4 25%
Reaction Conditions:
Stage #1: 4-(5-carboxy-4-methyl-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl esterwith dmap;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane; for 0.166667 h;
Stage #2: 3-(2-amino-4-chlorophenyl)-4H-[1,2,4]oxadiazol-5-one in dichloromethane at 20;
Steps:
4-{5-[5-Chloro-2-(5-oxo-4, 5-dihydro-[1 , 2, 4]oxadiazol-3-yl)-phenylcarbamoyl]-4-methyl- thiazol-2-yl}-piperidine-1-carboxylic acid tert-butyl ester (26)To a suspension of commercial 4-(5-carboxy-4-methyl-thiazol-2-yl)- piperidine-1 -carboxylic acid tert-butyl ester (0.25 g, 1 eq) in DCM (10 ml), EDCηCI
References:
WO2008/138917,2008,A1 Location in patent:Page/Page column 33-34