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

HRID 342586Notes

Reaction equation

HRID 342586 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])=[CH:26][N:25]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[C:24]1=[O:38]>>[ClH:19].[F:18][C:2]([F:1])([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][N:14]([CH2:20][CH2:21][CH2:22][N:23]2[C:28](=[O:29])[C:27]([CH3:30])=[CH:26][N:25]([C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)[C:24]2=[O:38])[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 104915651-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazineHCID 545424933-(3-chloropropyl)-1-(4-fluorophenyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 701982043-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-1-(4-fluorophenyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride

Procedure

substituting 1-[2-(2,2,2-trifluoroethoxy)phenyl]piperazine and 3-(3-chloropropyl)-1-(4-fluorophenyl)-5-methyl-2,4(1H,3H)-pyrimidinedione gave 3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-1-(4-fluorophenyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 166°-168° C.; Anal.: Calcd. for C26H28F4N4O3HCl.(C4H10O)0.3 ; C, 56.34; H, 5.56; N, 9.66%; Found: C, 56.06; H, 5.76; N, 9.36%;

Sources & evidence

ORD record
ord-f3f827f588ea4a4da987718720c193d8
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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