3,5-Heptanedione, 2,6-dimethyl- → 1-(6-Bromo-2-isopropyl-4-phenyl-quinolin-3-yl)-2-methyl-propan-1-one

HRID 2104147Notes

Reaction equation

HRID 2104147 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][CH:18]([C:20](=O)[CH2:21][C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])[CH3:19]>>[Br:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[N:1]=[C:20]([CH:18]([CH3:19])[CH3:17])[C:21]([C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])=[C:9]2[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 875973,5-Heptanedione, 2,6-dimethyl-HCID 996772-Amino-5-bromobenzophenone

Product 1

HCID 116469111-(6-Bromo-2-isopropyl-4-phenyl-quinolin-3-yl)-2-methyl-propan-1-oneYield 46%

Procedure

The title compound was prepared from (2-Amino-5-bromo-phenyl)-phenyl-methanone [example A16] and 2,6-dimethyl-3,5-heptanedione according to the method of example 1, except that the reaction time was of 96 h and the residue was purified by chromatography on aminated silica gel with heptane/ethyl acetate (85:15). Yield: 46%. MS: m/z=395/397 (M).

Workup

  1. customthe residue was purified by chromatography on aminated silica gel with heptane/ethyl acetate (85:15)

Sources & evidence

ORD record
ord-49e363229f974074ba119d98229ce7cd
Source dataset
uspto-grants-2009_08
Patent number
US07576217B2

Reaction notes

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