N,1-dimethylindole-2-carboxamide → HCID 23505589, compound

HRID 1884523Notes

Reaction equation

HRID 1884523 reaction equation
[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:12]([CH2:13][N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[C:15]2[C:23]([NH:25][CH3:26])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CNC(C1N(C)C2C(C=1)=CC=CC=2)=O>>[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:12]([CH2:13][N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:16]=[C:15]2[CH2:23][NH:25][CH3:26])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 12303315N,1-dimethylindole-2-carboxamideHCID 235055751-(4-benzyloxybenzyl)-N-methylindole-2-carboxamide

Product 1

HCID 23505589HCID 23505589, compoundYield 63.1%

Procedure

According to the procedure of Preparation 1 (b), except substituting 1-(4-benzyloxybenzyl)-N-methylindole-2-carboxamide (44.4 g, 120.1 mmole) for the N,1-dimethylindole-2-carboxamide, the title compound (27.0 g, 63%) was prepared as a white solid: MS (ES) m/e 358 (M+H)+.

Sources & evidence

ORD record
ord-4c08907027324cff9c03fca3103dba08
Source dataset
uspto-grants-2004_07
Patent number
US06765005B2

Reaction notes

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