1-(Piperidin-4-yl)-1,3-diazinan-2-one → N-(4-[4-(Tetrahydro-2-oxo-1(2H)-pyrimidinyl)-1-piperidinyl]-2-(4-chlorophenyl)-butyl)-N-methyl-5,6,7,8-tetrahydro-1-naphthamide

HRID 2185915Notes

Reaction equation

HRID 2185915 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:24][CH:25]=O)[CH2:9][N:10]([CH3:23])[C:11]([C:13]2[C:22]3[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][CH:14]=2)=[O:12])=[CH:4][CH:3]=1.[O:27]=[C:28]1[NH:33][CH2:32][CH2:31][CH2:30][N:29]1[CH:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1>>[O:27]=[C:28]1[NH:33][CH2:32][CH2:31][CH2:30][N:29]1[CH:34]1[CH2:39][CH2:38][N:37]([CH2:25][CH2:24][CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH2:9][N:10]([CH3:23])[C:11]([C:13]2[C:22]3[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][CH:14]=2)=[O:12])[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 155726661-(Piperidin-4-yl)-1,3-diazinan-2-oneHCID 22452671N-[2-(4-chlorophenyl)-4-oxobutyl]-N-methyl-5,6,7,8-tetrahydro-1-naphthamide

Product 1

HCID 22452692N-(4-[4-(Tetrahydro-2-oxo-1(2H)-pyrimidinyl)-1-piperidinyl]-2-(4-chlorophenyl)-butyl)-N-methyl-5,6,7,8-tetrahydro-1-naphthamide

Procedure

Using standard reductive amination conditions N-[2-(4-chlorophenyl)-4-oxobutyl]-N-methyl-5,6,7,8-tetrahydro-1-naphthamide was reacted with with 4-(tetrahydro-2-oxo-1(2H)-pyrimidinyl)piperidine and converted to the citrate salt. MS: m/z 537 (M+H). Analysis for C3H41CIN4O2.C6H8O7. H2O: calculated: C, 59.36; H, 6.87; N, 7.46; found: C, 59.42; H, 6.71; N, 7.12.

Sources & evidence

ORD record
ord-cfbc26dede9e4a8e88ad3eba091599e7
Source dataset
uspto-grants-2002_06
Patent number
US06403601B1

Reaction notes

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