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 266070노트

반응식

HRID 266070 반응식
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

참가 물질

6

반응물 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

생성물 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-one수율 58.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8603b9de42754e9d88ba981e2ea7f37b
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650411

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