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

HRID 342579Notes

Reaction equation

HRID 342579 reaction equation
[OH: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.[Cl:20][CH2:21][CH2:22][CH2:23][N:24]1[C:29](=[O:30])[C:28]([CH3:31])=[CH:27][NH:26][C:25]1=[O:32]>>[ClH:20].[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:21][CH2:22][CH2:23][N:24]3[C:29](=[O:30])[C:28]([CH3:31])=[CH:27][NH:26][C:25]3=[O:32])[CH2:10][CH2:9]2)=[C:4]([O:14][CH2:15][C:16]([F:18])([F:19])[F:17])[CH:3]=1

Participants

3

Reactant 2

HCID 110418353-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedioneHCID 702010041-[4-Hydroxy-2-(2,2,2-trifluoroethoxy)phenyl]piperazine

Product 1

HCID 701982363-(3-{4-[4-hydroxy-2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride

Procedure

substituting 1-[4-hydroxy-2-(2,2,2-trifluoroethoxy)phenyl]piperazine and 3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione gave 3-(3-{4-[4-hydroxy-2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 232°-242° C.; Anal.: Calcd. for C20H25F3N4O4.HCl: C, 49.63; H, 5.59; N, 11.02%; Found: C, 49.62; H, 5.65; N, 10.66%;

Sources & evidence

ORD record
ord-6a784db1e3df43ec8283ebb369dfc7fb
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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