Potassium Carbonate → 4-Benzoyl-2-[2-[4-benzyl-4-(pyrrolidin-1-yl-carbonylamino)piperid-1-yl)ethyl]-2-(3,4-difluorophenyl)morpholine hydrochloride

HRID 1601923Notes

Reaction equation

HRID 1601923 reaction equation
O.[ClH:2].[C:3]([N:11]1[CH2:16][CH2:15][O:14][C:13]([C:37]2[CH:42]=[CH:41][C:40]([F:43])=[C:39]([F:44])[CH:38]=2)([CH2:17][CH2:18]N2CCC(NC(N(C)C)=O)(C3C=CC=CC=3)CC2)[CH2:12]1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N1CCOC(CCN2CCC(C3C=CC=CC=3)(NC(N(C)C)=O)CC2)(C2C=CC(F)=C(F)C=2)C1)(=O)C1C=CC=CC=1.Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:99]([C:106]1([NH:112][C:113]([N:115]2[CH2:119][CH2:118][CH2:117][CH2:116]2)=[O:114])[CH2:111][CH2:110][NH:109][CH2:108][CH2:107]1)[C:100]1[CH:105]=[CH:104][CH:103]=[CH:102][CH:101]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[ClH:2].[C:3]([N:11]1[CH2:16][CH2:15][O:14][C:13]([CH2:17][CH2:18][N:109]2[CH2:110][CH2:111][C:106]([CH2:99][C:100]3[CH:105]=[CH:104][CH:103]=[CH:102][CH:101]=3)([NH:112][C:113]([N:115]3[CH2:119][CH2:118][CH2:117][CH2:116]3)=[O:114])[CH2:107][CH2:108]2)([C:37]2[CH:42]=[CH:41][C:40]([F:43])=[C:39]([F:44])[CH:38]=2)[CH2:12]1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 212004884-Benzyl-4-(pyrrolidin-1-ylcarbonylamino)piperidine p-toluenesulfonateHCID 1317200584-Benzoyl-2-(3,4-difluorophenyl)-2-[2-[4-(N',N'-dimethylureido)-4-phenylpiperid-1-yl]ethyl]morpholine hydrochloride hemihydrate

Product 1

HCID 212004804-Benzoyl-2-[2-[4-benzyl-4-(pyrrolidin-1-yl-carbonylamino)piperid-1-yl)ethyl]-2-(3,4-difluorophenyl)morpholine hydrochlorideYield 131.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound is prepared by the procedure described in EXAMPLE 45 from 1.2 g of the compound obtained in step C of EXAMPLE 37, 1.5 g of 4-benzyl-4-(pyrrolidin-1-ylcarbonylamino)piperidine p-toluenesulfonate, 1.2 g of K2CO3 and 3 ml of DMF to give 0.83 g of the expected product. M.p.=140° C.

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-d7787a1e75344cc5a8c0e5a356edcfb0
Source dataset
uspto-grants-1999_11
Patent number
US05977359

Reaction notes

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