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5-Fluoro-2-methoxyphenylboronic acid → 6-Benzyloxy-5'-fluoro-5-formyl-2'-methoxybiphenyl-3-carboxylic acid methyl ester

HRID 1622117
Notes
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Reaction equation

HRID 1622117 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[C:7]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6](Br)[CH:5]=1.[F:22][C:23]1[CH:24]=[CH:25][C:26]([O:32][CH3:33])=[C:27](B(O)O)[CH:28]=1>>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]([C:25]2[CH:24]=[C:23]([F:22])[CH:28]=[CH:27][C:26]=2[O:32][CH3:33])[C:7]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:8]([CH:10]=[O:11])[CH:9]=1)=[O:21]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27826735-Fluoro-2-methoxyphenylboronic acidHCID 85975948HCID 85975948, compound

Product 1

HCID 866077016-Benzyloxy-5'-fluoro-5-formyl-2'-methoxybiphenyl-3-carboxylic acid methyl esterYield 58%

Procedure

Proceeding as in Reference 19, but substituting 4-benzyloxy-3-bromo-5-formyl-benzoic acid methyl ester (1.0 g, 2.71 mmol) and 5-fluoro-2-methoxyphenyl boronic acid (0.691 g, 4.16 mmol), gave 6-benzyloxy-5′-fluoro-5-formyl-2′-methoxybiphenyl-3-carboxylic acid methyl ester (0.620 g).

Sources & evidence

ORD record
ord-151152b95eb542f1935565cc210524c6
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08778625B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes