1-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazine → 1-benzyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5,6-dimethyl-2,4(1H,3H)-pyrimidinedione hydrochloride

HRID 342565Notes

Reaction equation

HRID 342565 reaction equation
[F:1][C:2]([F:18])([F:17])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.[Cl:19][CH2:20][CH2:21][CH2:22][N:23]1[C:28](=[O:29])[C:27]([CH3:30])=[C:26]([CH3:31])[N:25]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:24]1=[O:39]>>[ClH:19].[CH2:32]([N:25]1[C:26]([CH3:31])=[C:27]([CH3:30])[C:28](=[O:29])[N:23]([CH2:22][CH2:21][CH2:20][N:14]2[CH2:15][CH2:16][N:11]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[O:4][CH2:3][C:2]([F:1])([F:17])[F:18])[CH2:12][CH2:13]2)[C:24]1=[O:39])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 104915651-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazineHCID 539854373-(3-chloropropyl)-1-benzyl-5,6-dimethyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 702027571-benzyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5,6-dimethyl-2,4(1H,3H)-pyrimidinedione hydrochloride

Procedure

substituting 1-[2-(2,2,2-trifluoroethoxy)phenyl]piperazine and 3-(3-chloropropyl)-1-benzyl-5,6-dimethyl-2,4(1H,3H)-pyrimidinedione gave 1-benzyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5,6-dimethyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 221°14 222° C.; Anal.: Calcd. for C28H33F3N4O3.(HCl)1.1 : C, 58.37; H, 6.06; N, 9.72%; Found: C, 58.38; H, 5.96; N, 9.58%;

Sources & evidence

ORD record
ord-0108b969d14e49ee825905e9c08c536e
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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