(4-Methoxyphenyl)boronic acid → HCID 58717836, compound

HRID 1245055Notes

Reaction equation

HRID 1245055 reaction equation
C[O:2][C:3](=[O:26])[C@:4](C1C=CC(Br)=CC=1)([NH:6][C:7]([C:9]1[N:10]=[CH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:8])[CH3:5].[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1>>[CH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:18]=[C:9]([C:7]([NH:6][C@@H:4]([CH2:5][C:12]2[CH:17]=[CH:16][C:15]([C:32]3[CH:33]=[CH:34][C:29]([O:28][CH3:27])=[CH:30][CH:31]=3)=[CH:14][CH:13]=2)[C:3]([OH:2])=[O:26])=[O:8])[N:10]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 86592790HCID 86592790, compound

Product 1

HCID 58717836HCID 58717836, compoundYield 164.1%

Procedure

3-(4-Bromo-phenyl-(2S)-[(isoquinoline-3-carbonyl)-amino]-propionic acid methyl ester (100 mg, 0.24 mmol) prepared as in example 2 was reacted with 4-methoxyphenyl boronic acid (76 mg, 0.5 mmol) as described in general procedure D yielding the title compound (84 mg, 82%) as a white solid.

Sources & evidence

ORD record
ord-e1468efad3974fb48cbef63fa34eb6b8
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

Loading…