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

HRID 342566Notes

Reaction equation

HRID 342566 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[CH:28]=[C:27]([CH3:29])[C:26](=[O:30])[N:25]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:24]1=[O:38]>>[ClH:19].[CH2:31]([N:25]1[C:26](=[O:30])[C:27]([CH3:29])=[CH:28][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:38])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 104915651-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazineHCID 158406671-(3-chloropropyl)-3-benzyl-5-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 702031093-benzyl-1-(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 1-(3-chloropropyl)-3-benzyl-5-methyl-2,4(1H,3H)-pyrimidinedione gave 3-benzyl-1-(3-{4-(2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 168°-169° C.; Anal.: Calcd. for C27H31F3N4O3.(HCl)1.9 : C, 55.01; H, 5.69; N, 9.50%; Found: C, 54.95; H, 5.59; N, 9.43%;

Sources & evidence

ORD record
ord-9afcc4eee8b24368b527770ae0817103
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

Loading…