Reacción #61522

Ecuación de reacción

1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-pyrazole-3,5-dicarboxylic acid 3-methyl ester

BOP-Cl

1-Isopropyl-piperidin-4-ylamine hydrochloride

→

1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-pyrazole-3-carboxylic acid methyl ester

Disolventes

DCM

NEt3

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGwas stirred for 16 h
2. 2
   OtroAfter removal of the solvent under reduced pressure the residue
3. 3
   Otrowas purified by silica gel chromatography
4. 4
   Lavadoeluting with DCM/MeOH/AcOH/H2O 20:10:1:1
5. 5
   Otroto yield a white solid

Procedimiento

To 1 g 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-pyrazole-3,5-dicarboxylic acid 3-methyl ester in 10 ml DCM and 1.4 ml NEt3, 667 mg BOP-Cl were added at RT and the mixture was stirred for 30 min. After addition of 563 mg 1-Isopropyl-piperidin-4-ylamine hydrochloride the mixture was stirred for 16 h. After removal of the solvent under reduced pressure the residue was purified by silica gel chromatography eluting with DCM/MeOH/AcOH/H2O 20:10:1:1 to yield a white solid. Yield: 800 mg MS (ES+): m/e=492, chloro pattern.

Fuente