Phenylboronic Acid → HCID 21905401, compound

HRID 1247299Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([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])=[C:4]([F:23])[CH:3]=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:5]2[CH:6]=[CH:7][C:2]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:3][C:4]=2[F:23])[O:21][CH3:22])=[CH:14][CH:15]=1)#[N:20]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 21905621HCID 21905621, compound

Product 1

HCID 21905401HCID 21905401, compound

Procedure

In analogy to example 57.1, (RS)-2-(4-bromo-2-fluoro-phenyl)-N-(4-cyano-benzyl)-2-methoxy-acetamide (example 41.2) was reacted with phenylboronic acid to give (RS)-N-(4-cyano-benzyl)-2-(3-fluoro-biphenyl-4-yl)-2-methoxy-acetamide. Light yellow gum.

Sources & evidence

ORD record: ord-ac42e302eccf493ea541955ee19ce153
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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