3-Formylphenylboronic acid → 3'-Formyl-4-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-5-methyl-biphenyl-3-carboxylic acid methyl ester

HRID 583365Notes

Reaction equation

HRID 583365 reaction equation
[CH3:1][O:2][C:3](=[O:31])[C:4]1[CH:9]=[C:8](Br)[CH:7]=[C:6]([CH3:11])[C:5]=1[N:12]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[CH:32]([C:34]1[CH:35]=[C:36](B(O)O)[CH:37]=[CH:38][CH:39]=1)=[O:33]>>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[C:8]([C:38]2[CH:37]=[CH:36][CH:35]=[C:34]([CH:32]=[O:33])[CH:39]=2)[CH:7]=[C:6]([CH3:11])[C:5]=1[N:12]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)=[O:31]

Participants

3

Reactant 2

HCID 27343563-Formylphenylboronic acidHCID 70053864HCID 70053864, compound

Product 1

HCID 867543093'-Formyl-4-[(4-methoxy-benzenesulfonyl)-pyridin-3-ylmethyl-amino]-5-methyl-biphenyl-3-carboxylic acid methyl esterYield 100%

Procedure

In the same manner as described in Example 241, 505.4 mg (1.0 mmol) of the product of Example 89 and 165 mg (1.1 mmol) of 3-formylbenzeneboronic acid provided 530 mg (100%) of the desired product as a pale yellow crystal. Electrospray Mass Spec 531 (M+H).

Sources & evidence

ORD record
ord-e4a62ae171584f8d97bb5395f5e148d0
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

Loading…