2,5-Dibromopyridine → 5-Bromo-2-chlorophenyl 6-bromo-3-pyridyl ketone

Reaction equation

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

Participants

Reactant 2

HCID 693532,5-Dibromopyridine

HCID 534183795-Bromo-2-chloro-N-methoxy-N-methylbenzamide

Product 1

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

Procedure

The above N-methoxy-N-methyl-5-bromo-2-chlorobenzamide and 2,5-dibromopyridine were treated in a manner similar to Reference Example 31-(4) to give 5-bromo-2-chlorophenyl 6-bromo-3-pyridyl ketone as a pale yellow solid. APCI-Mass m/Z 374/376 (M+H).

Sources & evidence

ORD record: ord-e0a8c754527647848b8670fb10806f78
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785403B2

Reaction notes

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