Water → (+/-)-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-[2-hydroxy-2-[4-(trifluoromethoxy)-phenyl]ethyl]-5-methyl-3H-1,2,4-triazol-3-one

HRID 266070ノート

反応式

HRID 266070 の反応式
CC([Si](C)(C)[O:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][C:22]([N:25]4[C:29]([CH3:30])=[N:28][N:27]([CH2:31][CH:32]([OH:44])[C:33]5[CH:38]=[CH:37][C:36]([O:39][C:40]([F:43])([F:42])[F:41])=[CH:35][CH:34]=5)[C:26]4=[O:45])=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1.O>ClCCl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][C:22]([N:25]4[C:29]([CH3:30])=[N:28][N:27]([CH2:31][CH:32]([OH:44])[C:33]5[CH:38]=[CH:37][C:36]([O:39][C:40]([F:41])([F:43])[F:42])=[CH:35][CH:34]=5)[C:26]4=[O:45])=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[CH:11][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 19032415(+/-)-4-[4-[4-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-hydroxy-2-[4-(trifluoromethoxy)phenyl]ethyl]-5-methyl-3H-1,2,4-triazol-3-one

生成物 1

HCID 19032431(+/-)-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-[2-hydroxy-2-[4-(trifluoromethoxy)-phenyl]ethyl]-5-methyl-3H-1,2,4-triazol-3-one収率 58.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of (±)-4-[4-[4-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[2-hydroxy-2-[4-(trifluoromethoxy)phenyl]ethyl]-5-methyl-3H-1,2,4-triazol-3-one (0.0043 mol) was dissolved in dichloromethane (100 ml) upon stirring. A solution of tetrabutylammonium fluoride in tetrahydrofuran (0.0045 mol) was added and the mixture was stirred at room temperature for 15 minutes. Water was added and the mixture was stirred for 30 minutes. The precipitate was filtered off, dried and crystallized from n-butanol, yielding 1.1 g (58.2%) of (±)-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-2-[2-hydroxy-2-[4-(trifluoromethoxy)-phenyl]ethyl]-5-methyl-3H-1,2,4-triazol-3-one; mp. 230.6° C. (comp. 36).

後処理

  1. stirringthe mixture was stirred at room temperature for 15 minutes
  2. stirringthe mixture was stirred for 30 minutes
  3. filtrationThe precipitate was filtered off
  4. customdried
  5. customcrystallized from n-butanol

出典と根拠

ORDレコード
ord-8603b9de42754e9d88ba981e2ea7f37b
出典データセット
uspto-grants-1997_07
特許番号
US05650411

反応ノート

読み込み中…