Indole-3-Carboxylic Acid → N-[(l-benzyl-4-piperidyl)methyl] indole-3-carboxamide

HRID 609595Notes

Reaction equation

HRID 609595 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=O)=[CH:2]1.[CH2:13]([N:20]1[CH2:25][CH2:24][CH:23]([CH2:26][NH2:27])[CH2:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([N:20]1[CH2:25][CH2:24][CH:23]([CH2:26][NH:27][C:10]([C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)=[O:12])[CH2:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 69867Indole-3-Carboxylic AcidHCID 1514444(1-Benzyl-4-piperidyl)methanamine

Product 1

HCID 19599446N-[(l-benzyl-4-piperidyl)methyl] indole-3-carboxamideYield 60%

Procedure

Indole-3-carboxylic acid was converted to its acid chloride and then reacted with (1-benzyl-4-piperidyl)methylamine (D10) as in the method of Description 1b to afford N-[(1-benzyl-4-piperidyl)methyl] indole-3-carboxamide as a white solid (60%).

Sources & evidence

ORD record
ord-72128a7ff9f9445c81bbcfa976a59839
Source dataset
uspto-grants-1999_12
Patent number
US05998409

Reaction notes

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