4-Chlorophenylboronic acid → [1-(4-Chloro-phenyl)-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-morpholin-4-yl-methanone

HRID 19867

Reaction equation

HRID 19867 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])=[CH:14]3)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Cl:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1>>[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([N:16]2[C:17]3[C:13](=[CH:12][C:11]([O:10][CH:7]4[CH2:6][CH2:5][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:9][CH2:8]4)=[CH:19][CH:18]=3)[CH:14]=[C:15]2[C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 11717680(5-(1-isopropylpiperidin-4-yloxy)-1H-indol-2-yl)(morpholino)methanone2×

Product 1

HCID 16739559[1-(4-Chloro-phenyl)-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-morpholin-4-yl-methanone

Procedure

In analogy to the procedure described for the synthesis of example 6, the title compound was synthesized from [5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-morpholin-4-yl-methanone (intermediate 2) and 4-chlorophenylboronic acid. The title compound was obtained in 90% yield as yellow foam. MS (m/e): 482.3 (MH+, 100%).

Workup

  1. customIn analogy to the procedure described for the synthesis of example 6

Sources & evidence

ORD record
ord-d92f5a295dbb42d08f28ca7f006ffd17
Source dataset
uspto-grants-2010_06
Patent number
US07745479B2

Linked notes

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