Ammonia → HCID 22909360, compound

HRID 1379041Notes

Reaction equation

HRID 1379041 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][N:21]2[C:30](=[O:31])[C:29]3[CH:32]=[CH:33][CH:34]=[C:27]4[C:28]=3[C:23](=[CH:24][CH:25]=[CH:26]4)[C:22]2=[O:35])[CH2:15][CH2:14]1)(O)=[O:2].CS([O-])(=O)=O.ClC1C=CC=C[N+:43]=1C.N>CN1CCCC1>[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][N:21]2[C:30](=[O:31])[C:29]3[CH:32]=[CH:33][CH:34]=[C:27]4[C:28]=3[C:23](=[CH:24][CH:25]=[CH:26]4)[C:22]2=[O:35])[CH2:15][CH2:14]1)(=[O:2])[NH2:43]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 9834448HCID 9834448, compoundHCID 22909437HCID 22909437, compound

Product 1

HCID 22909360HCID 22909360, compound

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Procedure

2.1 g of 2-[2-(4-(5-carboxy-3-indolyl)piperidino)ethyl]-2,3-dihydro-1H-benz[de]isoquinoline-1,3-dione are suspended in 100 ml of N-methylpyrrolidine. 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 the mixture is stirred again for 10 hours. Customary working up gives 2-[2-(4-(5-carbamoyl-3-indolyl)piperidino)ethyl]-2,3-dihydro-1H-benz[de]isoquinoline-1,3-dione.

Workup

  1. stirringthe mixture is stirred again for 10 hours

Sources & evidence

ORD record
ord-33588121d25c4338aeaf7bee4ee792bb
Source dataset
uspto-grants-1997_09
Patent number
US05670511

Reaction notes

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