Ammonia → HCID 11750460, compound

HRID 1733913Notes

Reaction equation

HRID 1733913 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[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:24]=[CH:25][C:26]3[O:30][CH2:29][CH2:28][C:27]=3[CH:31]=2)[CH2:19][CH2:18]1)([OH:3])=O.CS([O-])(=O)=O.ClC1C=CC=C[N+:39]=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[CH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:24]=[CH:25][C:26]3[O:30][CH2:29][CH2:28][C:27]=3[CH:31]=2)[CH2:19][CH2:18]1)(=[O:3])[NH2:39]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 9834448HCID 9834448, compoundHCID 19438859HCID 19438859, compound

Product 1

HCID 11750460HCID 11750460, compound

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Procedure

2.8 g of 1-[4-(5-carboxyindol-3-yl)butyl]-4-(2,3-dihydrobenzofuran-5-yl)piperazine 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 then passed into the resulting solution until it is saturated and the mixture is stirred again for 10 hours. Customary working up gives 1-[4-(5-carbamoylindol-3-yl)butyl]-4-(2,3-dihydrobenzofuran-5-yl)-piperazine.

Workup

  1. stirringthe mixture is stirred again for 10 hours

Sources & evidence

ORD record
ord-36733f55c5344ba89bfc0a6d140e403a
Source dataset
uspto-grants-1996_07
Patent number
US05532241

Reaction notes

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