2-Chloropyridine-4-boronic acid → HCID 86621937, compound

HRID 1992490Notes

Reaction equation

HRID 1992490 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12]([C:14]2[NH:15][C:16]3[C:21]([CH:22]=2)=[CH:20][C:19]([C:23]([N:25]2[CH2:30][CH2:29][N:28]([CH:31]([CH3:33])[CH3:32])[CH2:27][CH2:26]2)=[O:24])=[CH:18][CH:17]=3)=[O:13])[CH2:8][CH2:7]1)=[O:5])[CH3:2].[Cl:34][C:35]1[CH:40]=[C:39](B(O)O)[CH:38]=[CH:37][N:36]=1>>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12]([C:14]2[N:15]([C:39]3[CH:38]=[CH:37][N:36]=[C:35]([Cl:34])[CH:40]=3)[C:16]3[C:21]([CH:22]=2)=[CH:20][C:19]([C:23]([N:25]2[CH2:30][CH2:29][N:28]([CH:31]([CH3:32])[CH3:33])[CH2:27][CH2:26]2)=[O:24])=[CH:18][CH:17]=3)=[O:13])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 68535485HCID 68535485, compound

Product 1

HCID 86621937HCID 86621937, compoundYield 60%

Procedure

The title compound was synthesized in analogy to example 5, from 4-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carbonyl]-piperazine-1-carboxylic acid ethyl ester (example 43) and 2-chloropyridine-4-boronic acid to give the desired product as a light-yellow foam (60%). MS (ISP): 567.4 (M+H)+.

Sources & evidence

ORD record
ord-463babd93284476c9948bbb8697ee765
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Reaction notes

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