2-Amino-5-bromobenzophenone → 1-(6-Bromo-2-methyl-4-phenyl-quinolin-3-yl)-2,2-difluoro-ethanone

HRID 2104145Notes

Reaction equation

HRID 2104145 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O.[CH3:17][C:18]([CH2:20][C:21]([CH:23]([F:25])[F:24])=[O:22])=O>>[Br:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[N:1]=[C:18]([CH3:17])[C:20]([C:21](=[O:22])[CH:23]([F:25])[F:24])=[C:9]2[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 996772-Amino-5-bromobenzophenoneHCID 27784881,1-Difluoropentane-2,4-dione

Product 1

HCID 117177551-(6-Bromo-2-methyl-4-phenyl-quinolin-3-yl)-2,2-difluoro-ethanoneYield 36%

Procedure

The title compound was prepared from (2-Amino-5-bromo-phenyl)-phenyl-methanone [example A16] and 1,1-difluoroacetylacetone according to the procedure of example 1, except that the residue was purified by chromatography on aminated silica gel with heptane/ethyl acetate (5:1). Yield: 36%. MS: m/z=377 (M).

Workup

  1. customwas purified by chromatography on aminated silica gel with heptane/ethyl acetate (5:1)

Sources & evidence

ORD record
ord-3f18507b52cb44dbbff672f1d2ff8395
Source dataset
uspto-grants-2009_08
Patent number
US07576217B2

Reaction notes

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