Phenylboronic Acid → 5-Bromo-2-chlorophenyl 6-phenyl-3-pyridyl ketone

Reaction equation

Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[C:14]([Br:16])[CH:13]=[CH:12][C:11]=2[Cl:17])=[O:9])=[CH:4][CH:3]=1.[C:18]1(B(O)O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:18]1([C:2]2[N:7]=[CH:6][C:5]([C:8]([C:10]3[CH:15]=[C:14]([Br:16])[CH:13]=[CH:12][C:11]=3[Cl:17])=[O:9])=[CH:4][CH:3]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 469303355-Bromo-2-chlorophenyl 6-bromo-3-pyridyl ketone

Product 1

HCID 666079735-Bromo-2-chlorophenyl 6-phenyl-3-pyridyl ketone

Procedure

The above 5-bromo-2-chlorophenyl 6-bromo-3-pyridyl ketone and phenylboronic acid were treated in a manner similar to Reference Example 20-(1) to give 5-bromo-2-chlorophenyl 6-phenyl-3-pyridyl ketone as yellow crystals. APCI-Mass m/Z 372/374 (M+H).

Sources & evidence

ORD record: ord-1fa9ebdf32e64ec5a45bdf304ed8c59d
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785403B2

Reaction notes

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