Reacción #220010

ord-13623c73b18a42c18a5fc3b93dd2af89

Ecuación de reacción

O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
intermediate 1
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indole-2-carboxylic acid
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
Intermediate 1
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCOCC1
[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone
Cl.FC1(F)CCNCC1
4,4-difluoropiperidine hydrochloride
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCC(F)(F)CC1
title product
O=C(c1cc2cc(O)ccc2n1CC(F)(F)F)N1CCC(F)(F)CC1
(4,4-Difluoro-piperidin-1-yl)-[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-methanone

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

In analogy to the procedure described for the synthesis of intermediate 1, step 4, the title compound was synthesized from 5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indole-2-carboxylic acid (Intermediate 1, step 3) and 4,4-difluoropiperidine hydrochloride. The title product was obtained in 80% as white solid. MS (m/e): 361 (M−H−, 100%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07388095B2uspto-grants-2008_06