反応 #48119

ord-2703a310ed1e4bb19eed67233c4aa533

反応方程式

CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)O)cc3c2)CC1.Cl.FC1(F)CCNCC1
5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid difluoropiperidine hydrochloride salt
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
lithium chloride
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
intermediate 1
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone
C1COCCN1
morpholine
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
intermediate 1
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCC(F)(F)CC4)cc3c2)CC1
(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCOCC4)cc3c2)CC1
title compound
CC(C)N1CCC(Oc2ccc3[nH]c(C(=O)N4CCOCC4)cc3c2)CC1
[5-(1-Isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-morpholin-4-yl-methanone

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

In analogy to the procedure described for the synthesis of intermediate 1, the title compound was synthesized from 5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid difluoropiperidine hydrochloride salt with one equivalent of lithium chloride (intermediate 1, step 3) and morpholine. The title compound was obtained in 60% yield as off-white solid. MS (m/e): 372.5 (MH+, 100%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07745479B2uspto-grants-2010_06