Reaction #640608

ord-e9dc8af404b445b5861972a4d0d1785d

Reaction equation

CC(C)(C)OC(=O)N1CCc2onc(C(=O)O)c2C1
6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester
CC(=O)c1ccc(N2CCNCC2)cc1
4-piperazinoacetophenone
CC(=O)c1ccc(N2CCN(C(=O)c3noc4c3CN(C(=O)OC(C)(C)C)CC4)CC2)cc1
3-[4-(4-acetyl-phenyl)-piperazine-1-carbonyl]-6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester
Yield 42.4%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

In a manner similar to general method 1, 1.1 g (4.1 mmol) of 6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester were reacted with 838 mg (4.1 mmol) of 4-piperazinoacetophenone to yield 790 mg (42% of theoretical) of 3-[4-(4-acetyl-phenyl)-piperazine-1-carbonyl]-6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester, which were obtained in the form of a yellow-orange oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048879B2uspto-grants-2011_11