[3-(Phenylcarbamoyl)phenyl]boronic acid → HCID 69303269, compound

HRID 1972998Notes

Reaction equation

HRID 1972998 reaction equation
[NH2:1][C:2]1[C:7]2=[C:8](Br)[CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]3)[N:6]2[N:5]=[CH:4][N:3]=1.[C:25]1([NH:31][C:32]([C:34]2[CH:35]=[C:36](B(O)O)[CH:37]=[CH:38][CH:39]=2)=[O:33])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[NH2:1][C:2]1[C:7]2=[C:8]([C:36]3[CH:37]=[CH:38][CH:39]=[C:34]([C:32]([NH:31][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[O:33])[CH:35]=3)[CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]3)[N:6]2[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 10890044[3-(Phenylcarbamoyl)phenyl]boronic acidHCID 59231971HCID 59231971, compound

Product 1

HCID 69303269HCID 69303269, compoundYield 96%

Procedure

In a manner similar to the procedure described for the preparation of Example 330 and using tert-butyl 4-{4-amino-5-bromopyrrolo[2,1-f][1,2,4]triazin-7-yl}piperidine-1-carboxylate and (3-phenylaminocarbonylphenyl)boronic acid as starting material, 334 mg (96%) of the desired product was isolated. LC-MS m/z [M+H]+ 513.2, RT 3.13 min.

Workup

  1. customIn a manner similar to the procedure described for the preparation of Example 330

Sources & evidence

ORD record
ord-7e7cec31549f40e483a2f2d32353dfed
Source dataset
uspto-grants-2013_04
Patent number
US08431695B2

Reaction notes

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