(3-Chlorophenyl)boronic acid → HCID 68535610, compound

HRID 1992478Notes

Reaction equation

HRID 1992478 reaction equation
[CH:1]1([C:4]([N:6]2[CH2:11][CH2:10][N:9]([C:12]([C:14]3[NH:15][C:16]4[C:21]([CH:22]=3)=[CH:20][C:19]([C:23]([N:25]3[CH2:30][CH2:29][N:28]([CH:31]([CH3:33])[CH3:32])[CH2:27][CH2:26]3)=[O:24])=[CH:18][CH:17]=4)=[O:13])[CH2:8][CH2:7]2)=[O:5])[CH2:3][CH2:2]1.[Cl:34][C:35]1[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=1>>[Cl:34][C:35]1[CH:40]=[C:39]([N:15]2[C:16]3[C:21](=[CH:20][C:19]([C:23]([N:25]4[CH2:30][CH2:29][N:28]([CH:31]([CH3:33])[CH3:32])[CH2:27][CH2:26]4)=[O:24])=[CH:18][CH:17]=3)[CH:22]=[C:14]2[C:12]([N:9]2[CH2:8][CH2:7][N:6]([C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:5])[CH2:11][CH2:10]2)=[O:13])[CH:38]=[CH:37][CH:36]=1

Participants

3

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acidHCID 68538998(4-Cyclopropanecarbonyl-piperazin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone

Product 1

HCID 68535610HCID 68535610, compoundYield 53%

Procedure

The title compound was synthesized in analogy to example 5, after stirring for 6.5 days at 35° C., from (4-cyclopropanecarbonyl-piperazin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone (example 25) and 3-chlorophenylboronic acid to afford the desired product as a colorless gum (53%). MS (ISP): 562.5 (M+H)+.

Workup

  1. customThe title compound was synthesized in analogy to example 5

Sources & evidence

ORD record
ord-b945e09ed85841f297af36321114e33d
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Reaction notes

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