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

HRID 342567Notes

Reaction equation

HRID 342567 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]([CH2:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[C:24]1=[O:38]>>[ClH:19].[CH:32]1([CH2:31][N:25]2[CH:26]=[C:27]([CH3:30])[C:28](=[O:29])[N:23]([CH2:22][CH2:21][CH2:20][N:14]3[CH2:15][CH2:16][N:11]([C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[O:4][CH2:3][C:2]([F:1])([F:17])[F:18])[CH2:12][CH2:13]3)[C:24]2=[O:38])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]1

Participants

3

Reactant 2

HCID 104915651-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazineHCID 544251543-(3-chloropropyl)-1-cyclohexylmethyl-5-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 702011891-cyclohexylmethyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride

Procedure

substituting 1-[2-(2,2,2-trifluoroethoxy)phenyl]piperazine and 3-(3-chloropropyl)-1-cyclohexylmethyl-5-methyl-2,4(1H,3H)-pyrimidinedione gave 1-cyclohexylmethyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 130°-132° C.; Anal.: Calcd. for C27H37F3N4O3.HCl: C, 57.99; H, 6.88; N, 10.02%; Found: C, 58.01; H, 6.80; N, 9.87%;

Sources & evidence

ORD record
ord-33d5379ab75147c79fabf48e007ebb04
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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