(2-Hydroxyphenyl)boronic acid → HCID 21905739, compound

HRID 1247403Notes

Reaction equation

HRID 1247403 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH:9]([O:22][CH2:23][CH3:24])[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=2)=[O:11])=[C:4]([F:25])[CH:3]=1.[OH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1B(O)O>>[C:20]([C:17]1[CH:18]=[CH:19][C:14]([CH2:13][NH:12][C:10](=[O:11])[CH:9]([C:5]2[C:6]([F:8])=[CH:7][C:2]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[OH:26])=[CH:3][C:4]=2[F:25])[O:22][CH2:23][CH3:24])=[CH:15][CH:16]=1)#[N:21]

Participants

3

Reactant 2

HCID 2773454(2-Hydroxyphenyl)boronic acidHCID 21905252HCID 21905252, compound

Product 1

HCID 21905739HCID 21905739, compound

Procedure

In analogy to example 247.1, (RS)-2-(4-bromo-2,6-difluoro-phenyl)-N-(4-cyano-benzyl)-2-ethoxy-acetamide (example 248.1) was reacted with 2-hydroxyphenylboronic acid to give (RS)-N-(4-cyano-benzyl)-2-(3,5-difluoro-2′-hydroxy-biphenyl-4-yl)-2-ethoxy-acetamide. Off-white solid. MS 423.0 ([M+H]+)

Sources & evidence

ORD record
ord-95b4f11b754745edb137841759b2a29c
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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