Ammonia → HCID 21469426, compound

HRID 1938362Notes

Reaction equation

HRID 1938362 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:31](O)=[O:32])[CH:29]=3)[NH:24][CH:23]=2)[CH2:18][CH2:17]1.CS([O-])(=O)=O.ClC1C=CC=C[N+:41]=1C.N>CN1CCCC1=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH:19]([C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:31]([NH2:41])=[O:32])[CH:29]=3)[NH:24][CH:23]=2)[CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 9834448HCID 9834448, compoundHCID 21469431HCID 21469431, compound

Product 1

HCID 21469426HCID 21469426, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

2.1 g of 3-[1-(4-(5-methoxyindol-3-yl)butyl)-4-piperidyl]indole-5-carboxylic acid are suspended in 100 ml of N-methylpyrrolidone. 3.2 g of 2-chloro-1-methylpyridinium methanesulfonate are then added and the mixture is stirred at room temperature for 12 hours. Dried NH3 gas is passed into the resulting solution until it is saturated and it is stirred again for 10 hours. Working-up in a conventional manner gives 3-[1-(4-(5-methoxyindol-3-yl)butyl)-4-piperidyl]indole-5-carboxamide.

Workup

  1. stirringit is stirred again for 10 hours

Sources & evidence

ORD record
ord-a9284366a8844ca7b167fbe242469312
Source dataset
uspto-grants-1997_12
Patent number
US05693655

Reaction notes

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