Sodium Methoxide → Ethyl alpha-[3-(trifluoromethyl)benzylamino]-1-benzylindole-3-acetate

HRID 5608Notes

Reaction equation

HRID 5608 reaction equation
Cl.[F:2][C:3]([F:34])([F:33])[C:4]1[CH:5]=[C:6]([CH:30]=[CH:31][CH:32]=1)[CH2:7][NH:8][CH:9]([C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:15]=1)[C:10]([O:12][CH3:13])=[O:11].[CH3:35][O-].[Na+]>C(O)C.CO>[F:34][C:3]([F:2])([F:33])[C:4]1[CH:5]=[C:6]([CH:30]=[CH:31][CH:32]=1)[CH2:7][NH:8][CH:9]([C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:15]=1)[C:10]([O:12][CH2:13][CH3:35])=[O:11]

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 67883724Methyl alpha-[3-(trifluoromethyl)benzylamino]-1-benzylindole-3-acetate hydrochloride

Product 1

HCID 19796621Ethyl alpha-[3-(trifluoromethyl)benzylamino]-1-benzylindole-3-acetate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

To a magnetically stirred solution of methyl α-[3-(trifluoromethyl)benzylamino-]-1-benzylindole-3-acetate hydrochloride (100 mg) in 8 mL of ethanol was added 70 μL of 25% sodium methoxide in methanol. After stirring at room temperature for two hours, TLC analysis showed 90% conversion to the title compound.

Sources & evidence

ORD record
ord-9d6b4639e61f428789f790c938140d8e
Source dataset
uspto-grants-1993_09
Patent number
US05245046

Reaction notes

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