Reacción #73879

ord-a715fe4c2359439cae7db5105e23cd95

Ecuación de reacción

CCOC(C)=O.O=C([O-])O.[Na+]
EtOAc NaHCO3
Cc1noc(-c2ccc(-c3ccc(C4(C(=O)NS(C)(=O)=O)CC4)cc3)cc2)c1NC(=O)OC(C)(C)C
{5-[4′-(1-Methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid tert-butyl ester
O=C(O)C(F)(F)F
TFA
→
Cc1noc(-c2ccc(-c3ccc(C4(C(=O)NS(C)(=O)=O)CC4)cc3)cc2)c1N
title compound
Cc1noc(-c2ccc(-c3ccc(C4(C(=O)NS(C)(=O)=O)CC4)cc3)cc2)c1N
N-{1-[4′-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarbonyl}-methanesulfonamide

Reactantes

CCOC(C)=O.O=C([O-])O.[Na+]
EtOAc NaHCO3
Cc1noc(-c2ccc(-c3ccc(C4(C(=O)NS(C)(=O)=O)CC4)cc3)cc2)c1NC(=O)OC(C)(C)C
{5-[4′-(1-Methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid tert-butyl ester
O=C(O)C(F)(F)F
TFA

Reactivos

Ninguno

Disolventes

ClCCl
CH2Cl2

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe organic layer was concentrated

Procedimiento

{5-[4′-(1-Methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid tert-butyl ester (0.25 g, 0.49 mmol)) in CH2Cl2 (2 mL) and TFA (2 mL) was stirred overnight then poured into EtOAc/NaHCO3 (aq). The organic layer was concentrated to yield the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08541587B2uspto-grants-2013_09