Phenylboronic Acid → HCID 21462922, compound

HRID 1940584Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[O:14][C:13]3[C:12]([C:15]4[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=4)=[C:11]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:10](=[O:28])[N:9]([CH2:29][C:30]4[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:31]=4[O:38][CH3:39])[C:8]=3[C:6]=2[CH:7]=1.[C:40]1(B(O)O)[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[C:40]1([C:2]2[CH:3]=[CH:4][C:5]3[O:14][C:13]4[C:12]([C:15]5[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=5)=[C:11]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:10](=[O:28])[N:9]([CH2:29][C:30]5[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:31]=5[O:38][CH3:39])[C:8]=4[C:6]=3[CH:7]=2)[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 21462923HCID 21462923, compound

Product 1

HCID 21462922HCID 21462922, compound

Procedure

Ethyl 8-bromo-1-(2,5-dimethoxybenzyl)-4-(4-methoxyphenyl)-1,2-dihydro-2-oxobenzofuro[3,2-b]pyridine-3-carboxylate is reacted analogously to Example 3 with phenylboronic acid to give ethyl 8-phenyl-1-(2,5-dimethoxybenzyl)-4-(4-methoxyphenyl)-1,2-dihydro-2-oxobenzofuro[3,2-b]pyridine-3-carboxylate, m.p. 216°. By ester hydrolysis thereof the 8-phenyl-1-(2,5-dimethoxybenzyl)-4-(4-methoxyphenyl)-1,2-dihydro-2-oxobenzofuro[3,2-b]pyridine-3-carboxylic acid is obtained, m.p. 270°.

Sources & evidence

ORD record: ord-8c85686b9f024ca0b8aba1b8ceb81cb1
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05700807

Reaction notes

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