Phenylboronic Acid → HCID 49805333, compound

HRID 1020431Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18](=[O:31])[C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21](Br)[C:20]=2[CH3:30])=[CH:12][CH:11]=1.[C:33]1(B(O)O)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18](=[O:31])[C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:20]=2[CH3:30])=[CH:12][CH:11]=1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 49805332HCID 49805332, compound

Product 1

HCID 49805333HCID 49805333, compoundYield 56.5%

Procedure

The procedure of Example 76 was repeated except for using N-(2-aminophenyl)-4-((3-bromo-4,5-dimethoxy-2-methylbenzamido)methyl)-benzamide (50 mg, 0.10 mmol) instead of the compound 1a, and phenyl boronic acid (18 mg, 0.15 mmol) to obtain the title compound (28 mg, 56%).

Sources & evidence

ORD record: ord-0283045ee492440c8898db46ac4f8cd8
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08716326B2

Reaction notes

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