Reaction #640606

ord-8cff61c06ad540ab90ca30614e438f38

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
NCC1CC1
cyclopropylmethylamine
CC(C)(C)OC(=O)N1CCc2onc(C(=O)NCC3CC3)c2C1
3-(cyclopropylmethyl-carbamoyl)-6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester
Yield 78.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

In a manner similar to general method 1, 280 mg (1.0 mmol) of 6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-tert-butyl ester were reacted with 90 μL of cyclopropylmethylamine to yield 260 mg (78% of theoretical) of 3-(cyclopropylmethyl-carbamoyl)-6,7-dihydro-4H-isoxazolo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester, which were obtained in the form of a yellow oil.

Source

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