Ethyl acetate hexane → 1-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid (2-morpholino-ethyl)-amide hydrochloride

HRID 2258772Notes

Reaction equation

HRID 2258772 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:31][CH2:32]CS([O-])(=O)=O)[CH2:13][CH2:12][N:11]([C:14](=[O:30])[C:15]3[CH:20]=[C:19]([O:21][CH2:22]C)[C:18]([O:24][CH2:25]C)=[C:17]([O:27][CH2:28]C)[CH:16]=3)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.[O:39]1[CH2:44][CH2:43][N:42]([CH2:45][CH2:46][NH:47][C:48]([C:50]2([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]2)=[O:49])[CH2:41][CH2:40]1.C(OCC)(=O)C.CCCCCC>CO.ClCCl>[ClH:1].[O:39]1[CH2:40][CH2:41][N:42]([CH2:45][CH2:46][NH:47][C:48]([C:50]2([C:56]3[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=3)[CH2:51][CH2:52][N:53]([CH2:32][CH2:31][C:9]3([C:4]4[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=4)[CH2:13][CH2:12][N:11]([C:14](=[O:30])[C:15]4[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:24][CH3:25])=[C:17]([O:27][CH3:28])[CH:16]=4)[CH2:10]3)[CH2:54][CH2:55]2)=[O:49])[CH2:43][CH2:44]1

Participants

5

Reactant 3

HCID 21226206Ethyl acetate hexaneHCID 867509292-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-triethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl-methanesulfonateHCID 867509304-Phenyl-piperidine-4-carboxylic acid (2-morpholino-ethyl)-amide hydrochloride

Product 1

HCID 867510991-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid (2-morpholino-ethyl)-amide hydrochloride

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepare by the method of example 27.3.1 using 2-[3-(3,4-dichloro-phenyl)-1-(3,4,5-triethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl-methanesulfonate (2.8 g, 5.24 mmol) and 4-phenyl-piperidine-4-carboxylic acid (2-morpholino-ethyl)-amide hydrochloride (1.87 g, 35.2 mmol). Chromatograph on silica gel eluting sequentially with 50% ethyl acetate/hexane and then 6% methanol/dichloromethane to give the title compound.

Sources & evidence

ORD record
ord-60481d2bc91c40548ce6d2f2efa666d1
Source dataset
uspto-grants-1997_08
Patent number
US05661160

Reaction notes

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