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Water → 2-Methyl-3-[4-(2-[1,2,3]triazol-1-yl-ethanesulfinylmethyl)-phenoxymethyl]-6-(4-trifluoromethyl-phenyl)-pyridine

HRID 33495
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HRID 33495 반응식
[N:1]1([CH2:6][CH2:7][S:8]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[O:9])[CH:5]=[CH:4][N:3]=[N:2]1.[H-].[Na+].Cl[CH2:21][C:22]1[C:23]([CH3:38])=[N:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=2)=[CH:26][CH:27]=1.O>CN(C)C=O>[CH3:38][C:23]1[C:22]([CH2:21][O:17][C:14]2[CH:13]=[CH:12][C:11]([CH2:10][S:8]([CH2:7][CH2:6][N:1]3[CH:5]=[CH:4][N:3]=[N:2]3)=[O:9])=[CH:16][CH:15]=2)=[CH:27][CH:26]=[C:25]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:36])([F:37])[F:35])=[CH:30][CH:29]=2)[N:24]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 219357513-Chloromethyl-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridineHCID 222420754-(2-[1,2,3]Triazol-1-yl-ethanesulfinylmethyl)-phenol

생성물 1

HCID 160654402-Methyl-3-[4-(2-[1,2,3]triazol-1-yl-ethanesulfinylmethyl)-phenoxymethyl]-6-(4-trifluoromethyl-phenyl)-pyridine수율 52%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

A solution of 126 mg (mmol) 4-(2-[1,2,3]triazol-1-yl-ethanesulfinylmethyl)-phenol in 4.0 ml N,N-dimethylformamide was treated at 0° C. with 14 mg (0.55 mmol) of 95% sodium hydride and stirred at 0° C. for 30 min., then 143 mg (0.50 mmol) 3-chloromethyl-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine were added and stirring continued over night. After addition of 8 ml water, the precipitate was isolated, washed thoroughly with water, methanol/water 1:1, and a small amount of ether. The residue was purified by chromatography on silica (eluent: ethyl acetate/methanol 9:1) to give 130 mg (52%) of the title compound as white powder.

후처리

  1. stirringstirring
  2. waitcontinued over night
  3. customthe precipitate was isolated
  4. washwashed thoroughly with water, methanol/water 1:1
  5. customThe residue was purified by chromatography on silica (eluent: ethyl acetate/methanol 9:1)

출처 및 근거

ORD 기록
ord-b86da0c3c75f4c76982d4cdbd522a431
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07429605B2

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