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

HRID 342562Notes

Reaction equation

HRID 342562 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.[C:19]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]2[CH:31]=[C:30]([CH3:32])[C:29](=[O:33])[N:28]([CH2:34][CH2:35][CH2:36][Cl:37])[C:27]2=[O:38])[CH:20]=1>>[ClH:37].[C:19]1([C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]2[CH:31]=[C:30]([CH3:32])[C:29](=[O:33])[N:28]([CH2:34][CH2:35][CH2:36][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:27]2=[O:38])[CH:20]=1

Participants

3

Reactant 2

HCID 104915651-[2-(2,2,2-Trifluoroethoxy)phenyl]piperazineHCID 701984331-biphenyl-3-ylmethyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 702023061-biphenyl-3-ylmethyl-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 1-biphenyl-3-ylmethyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione gave 1-biphenyl-3-ylmethyl-3-(3-{4-[2-(2,2,2-trifluoroethoxy)phenyl]piperazin-1-yl}-propyl)-5-methyl-2,4(1H,3H)-pyrimidinedione hydrochloride, m.p. 93°-94° C.; Anal.: Calcd. for C33H35F3N4O3.HCl: C, 63.06; H, 5.77; N, 8.92%; Found: C, 61.66; H, 5.90; N, 8.50%;

Sources & evidence

ORD record
ord-419c1ac2c3ff42e7a4dd61648a567826
Source dataset
uspto-grants-1999_01
Patent number
US05859014

Reaction notes

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