4-[2-(Dimethylamino)thiazol-4-yl]-4-phenylpiperidine p-toluenesulfonate → 4-Benzyl-6-(3,4-dichlorophenyl)-6-[2-[4-(2-dimethylaminothiazol-4-yl)-4-phenylpiperid-1-yl]ethyl]morpholin-3-one dihydrochloride

HRID 1066669Notes

Reaction equation

HRID 1066669 reaction equation
O.Cl.[CH2:3]([N:10]1[CH2:15][C:14]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[C:33]([Cl:38])[CH:32]=2)([CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][C:21](O)([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)[O:13][CH2:12][C:11]1=[O:39])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N1CC(CCN2CCC(C3C=CC=CC=3)(O)CC2)(C2C=CC([Cl:59])=C(Cl)C=2)OCC1=O)C1C=CC=CC=1.Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH3:89][N:90]([CH3:108])[C:91]1[S:92][CH:93]=[C:94](C2(C3C=CC=CC=3)CCNCC2)[N:95]=1>CN(C=O)C>[ClH:37].[ClH:59].[CH2:3]([N:10]1[CH2:15][C:14]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[C:33]([Cl:38])[CH:32]=2)([CH2:16][CH2:17][N:18]2[CH2:19][CH2:20][C:21]([C:94]3[N:95]=[C:91]([N:90]([CH3:108])[CH3:89])[S:92][CH:93]=3)([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:22][CH2:23]2)[O:13][CH2:12][C:11]1=[O:39])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 212005544-[2-(Dimethylamino)thiazol-4-yl]-4-phenylpiperidine p-toluenesulfonateHCID 1317226224-Benzyl-6-(3,4-dichlorophenyl)-6-[2-(4-hydroxy-4-phenylpiperid-1-yl)ethyl]morpholin-3-one hydrochloride hemihydrate

Product 1

HCID 212005984-Benzyl-6-(3,4-dichlorophenyl)-6-[2-[4-(2-dimethylaminothiazol-4-yl)-4-phenylpiperid-1-yl]ethyl]morpholin-3-one dihydrochlorideYield 223.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound is prepared by the procedure described in EXAMPLE 41 from 1.1 g of the compound obtained in step B of EXAMPLE 14, 1.3 g of 4-[2-(dimethylamino)thiazol-4-yl]-4-phenylpiperidine p-toluenesulfonate, 0.97 g of K2CO2 and 4 ml of DMF to give 0.76 g of the expected product. M.p.=155-160° C.

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-d17ec7f175e84a24a1ed144b684ba398
Source dataset
uspto-grants-2001_06
Patent number
US06242637B1

Reaction notes

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