[3-(1H-Indol-7-yl)-3-phenyl-propyl]-methyl-amine → Methyl-[3-(3-methyl-1H-indol-5-yl)-3-phenyl-propyl]-amine

HRID 268805Notes

Reaction equation

HRID 268805 reaction equation
[CH3:1][NH:2][C:3](=O)[CH2:4][CH:5]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16](C)=[CH:15]2)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.N1C2C(=CC=CC=2C(C2C=CC=CC=2)CCNC)C=[CH:24]1>>[CH3:1][NH:2][CH2:3][CH2:4][CH:5]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[CH3:24])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 17747555[3-(1H-Indol-7-yl)-3-phenyl-propyl]-methyl-amineHCID 59831697N-methyl-3-(2-methyl-1H-indol-5-yl)-3-phenyl-propionamide

Product 1

HCID 25261573Methyl-[3-(3-methyl-1H-indol-5-yl)-3-phenyl-propyl]-amineYield 68%

Procedure

Methyl-[3-(3-methyl-1H-indol-5-yl)-3-phenyl-propyl]-amine LXXIV (221 mg, 68% yield) was prepared from N-methyl-3-(2-methyl-1H-indol-5-yl)-3-phenyl-propionamide using the procedure described above for [3-(1H-indol-7-yl)-3-phenyl-propyl]-methyl-amine XX (see Example 4). MS (M+H)=279.

Sources & evidence

ORD record
ord-b17b17dee60541069efe18162f2592b7
Source dataset
uspto-grants-2008_11
Patent number
US07446118B2

Reaction notes

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