Dimethyl Sulfate → [4-(3-Methylamino-phenyl)-8-trifluoromethyl-quinolin-3-yl]-phenyl-methanone

HRID 2104561Notes

Reaction equation

HRID 2104561 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[C:13]([C:18]([F:21])([F:20])[F:19])[CH:14]=[CH:15][CH:16]=3)[N:11]=[CH:10][C:9]=2[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:23])[CH:5]=[CH:6][CH:7]=1.S(OC)(O[CH3:34])(=O)=O>C(O)C>[CH3:34][NH:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[C:13]([C:18]([F:21])([F:19])[F:20])[CH:14]=[CH:15][CH:16]=3)[N:11]=[CH:10][C:9]=2[C:22]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[O:23])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 11326798[4-(3-Aminophenyl)-8-(Trifluoromethyl)Quinolin-3-yl](Phenyl)Methanone

Product 1

HCID 66913517[4-(3-Methylamino-phenyl)-8-trifluoromethyl-quinolin-3-yl]-phenyl-methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of [4-(3-amino-phenyl)-8-trifluoromethyl-quinolin-3-yl]-phenyl-methanone (100 mg) and dimethyl sulfate (150 mg) in ethanol was stirred at r.t. for 4 hrs. The solution was concentrated and purified by semi-HPLC to give [4-(3-methylamino-phenyl)-8-trifluoromethyl-quinolin-3-yl]-phenyl-methanone as a gum.

Workup

  1. concentrationThe solution was concentrated
  2. custompurified by semi-HPLC

Sources & evidence

ORD record
ord-63201ac25d7d406a87f902bca4db7987
Source dataset
uspto-grants-2009_08
Patent number
US07576215B2

Reaction notes

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