Phenylboronic Acid → HCID 21905218, compound

HRID 1247318Notes

Reaction equation

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

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 21905102HCID 21905102, compound

Product 1

HCID 21905218HCID 21905218, compound

Procedure

In analogy to example 57.1, (RS)-2-(5-bromo-2-fluoro-phenyl)-N-(4-cyano-benzyl)-2-methoxy-acetamide (example 75.2) was reacted with phenylboronic acid to give (RS)-N-(4-cyano-benzyl)-2-(4-fluoro-biphenyl-3-yl)-2-methoxy-acetamide. Off-white solid. MS 374.1 (M).

Sources & evidence

ORD record: ord-f4fccc0fe33e45558912ca18bab9c0ba
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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