HCID 9850728, compound → HCID 23369929, compound

HRID 744929Notes

Reaction equation

HRID 744929 reaction equation
C([N:5]([CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH:17]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[C:31]([Cl:36])[CH:30]=2)[CH2:18][N:19]([CH3:28])[C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:11][CH2:10]1)[C:6](=[O:8])[CH3:7])CCC.C1(N(C2CCN(CCC(C3C=CC(Cl)=C(Cl)C=3)CN(C)C(=O)C3C=CC=CC=3)CC2)C(=O)C)CCCCC1.ClC1C=C(C(CCN2CCC(N(CCCCCC)C(=O)C)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(C)C(=O)C)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.C(N(C1CCN(CCC(C2C=CC(Cl)=C(Cl)C=2)CN(C)C(=O)C2C=CC=CC=2)CC1)C(=O)C)C=C.ClC1C=C(C(CCN2CCC(N(CCC)C(=O)C)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(C(C)C)C(=O)C)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(=O)CC)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(=O)CCC)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(=O)C(C)C)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(=O)C(F)(F)F)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(NC)=O)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C(N(C)C)=O)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl.ClC1C=C(C(CCN2CCC(N(CC)C=O)CC2)CN(C)C(=O)C2C=CC=CC=2)C=CC=1Cl>>[C:6]([NH:5][CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH:17]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[C:31]([Cl:36])[CH:30]=2)[CH2:18][N:19]([CH3:28])[C:20](=[O:27])[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:13][CH2:14]1)(=[O:8])[CH3:7]

Participants

15

Reactant 14

HCID 9850728HCID 9850728, compoundHCID 19421918HCID 19421918, compoundHCID 19421921HCID 19421921, compoundHCID 19421922N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethylformamido)-piperidino]butyl]-N-methylbenzamideHCID 19421923HCID 19421923, compoundHCID 19421924HCID 19421924, compoundHCID 19421925HCID 19421925, compoundHCID 19421926HCID 19421926, compoundHCID 19421927HCID 19421927, compoundHCID 19421928HCID 19421928, compoundHCID 19421929HCID 19421929, compoundHCID 19421930HCID 19421930, compoundHCID 23369933N-[2-(3,4-Dichlorophenyl)-4-[4-(N-methylacetamido)-piperidino]butyl]-N-methylbenzamideHCID 23369941HCID 23369941, compound

Product 1

HCID 23369929HCID 23369929, compound

Procedure

N-[2-(3,4-Dichlorophenyl)-4-[4-(H-ethylacetamido)-piperidino]butyl]-H-methylbenzamide; N-[4-[4-(N-Butylacetamido)-piperidino]-2-(3,4-dichloro-phenyl)butyl]-N-methylbenzamide; N-[4-[4-(N-Cyclohexylacetamido)piperidino]-2-(3,4-dichlorophenyl)-butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-hexylacetamido)-piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-methylacetamido)-piperidino]butyl]-N-methylbenzamide; N-[4-[4-(N-Allylacetamido)-piperidino]-2-(3,4-dichloro-phenyl)butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-propylacetamido)-piperidino]-butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-isopropylacetamido)piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethylpropionamido)piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethylbutyramido)-piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethylisobutyramido)-piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethyltrifluoroacetamido)piperidino]-butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethyl-N'-methylureido)-piperidino]butyl]-N-methylbenzamide; N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethyl-N',N'-dimethyl-ureido)piperidino]butyl]-N-methylbenzamide; or N-[2-(3,4-Dichlorophenyl)-4-[4-(N-ethylformamido)-piperidino]butyl]-N-methylbenzamide; in either the racemic form or as the (S)-enantiomeror;

Sources & evidence

ORD record
ord-153ca40cfb69493688749bcdba1d904c
Source dataset
uspto-grants-1996_09
Patent number
US05559132

Reaction notes

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