1-[4-Chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazine → 3-benzyl-1-(3-{4-[4-chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride

HRID 342569Notes

Reaction equation

HRID 342569 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[C:4]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])[CH:3]=1.[CH2:20]([N:27]1[C:32](=[O:33])[C:31]([CH3:34])=[CH:30][N:29]([CH2:35][CH2:36][CH2:37]Cl)[C:28]1=[O:39])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[ClH:1].[CH2:20]([N:27]1[C:32](=[O:33])[C:31]([CH3:34])=[CH:30][N:29]([CH2:35][CH2:36][CH2:37][N:11]2[CH2:12][CH2:13][N:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=3[O:14][CH2:15][C:16]([F:18])([F:17])[F:19])[CH2:9][CH2:10]2)[C:28]1=[O:39])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 158406641-[4-Chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazineHCID 158406671-(3-chloropropyl)-3-benzyl-5-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 701982313-benzyl-1-(3-{4-[4-chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride

Procedure

substituting 1-[4-chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazine and 3-benzyl-1-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione gave 3-benzyl-1-(3-{4-[4-chloro-2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 251°-252° C.; Anal.: Calcd. for C27H30F3ClN4O3.HCl: C, 53.55; H, 5.49; N, 9.25%; Found: C, 53.74; H, 5.26; N, 9.37%;

Sources & evidence

ORD record
ord-d7868ab3ed5b47a0ad85e9e4bee19ef1
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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