Reacción #306641

ord-56abe7fac8c847ee9e776c95cf165f4e

Ecuación de reacción

COc1c(Cl)c(C)c(C(C)=O)c(OCCBr)c1OCCC(C)c1ccc(F)cc1
Example 8a
COc1c(Cl)c(C)c(C(C)=O)c(OCCBr)c1OCCC(C)c1ccc(F)cc1
1-{2-(2-Bromo-ethoxy)-5-chloro-3-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-6-methyl-phenyl}-ethanone
Cl.FC1(F)CCNCC1
4,4-difluoropiperidine hydrochloride
COc1c(Cl)c(C)c(C(C)=O)c(OCCN2CCC(F)(F)CC2)c1OCCC(C)c1ccc(F)cc1
title compound
Rendimiento 31.0%
COc1c(Cl)c(C)c(C(C)=O)c(OCCN2CCC(F)(F)CC2)c1OCCC(C)c1ccc(F)cc1
1-{3-Chloro-6-[2-(4,4-difluoro-piperidin-1-yl)-ethoxy]-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-phenyl}-ethanone
Rendimiento 31.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Example 8a (56 mg, 0.12 mmol) was reacted with 4,4-difluoropiperidine hydrochloride (2.0 eq.) as described under General Procedure J to afford the title compound (19 mg, 31%) as a clear yellow oil. 1H NMR (300 MHz, CDCl3) δ 7.20-7.15 (m, 2H), 7.01-6.95 (m, 2H), 4.05 (t, J=5.7 Hz, 2H), 3.97 (t, J=6.6 Hz, 2H), 3.84 (s, 3H), 3.11-2.89 (m, 1H), 2.66 (t, J=5.7 Hz, 2H), 2.58 (m, 4H), 2.49 (s, 3H), 2.18 (s, 3H), 2.05-1.92 (m, 6H), 1.30 (d, J=6.9 Hz, 3H). MS (ES+) m/z 528 (M+H+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08202513B2uspto-grants-2012_06