1-((2-(2,4-Difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, (2R-cis)- → (2R,3R)-2-(2,4-difluorophenyl)-3-(5,6-dimethyl-3',6'-dihydro-2,4'-bipyridin-1'(2'H)-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol

HRID 1009065노트

반응식

HRID 1009065 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@:9]1([CH2:13][N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[C@H:11]([CH3:12])[O:10]1.[CH3:19][C:20]1[CH:21]=[CH:22][C:23]([C:27]2[CH2:28][CH2:29][NH:30][CH2:31][CH:32]=2)=[N:24][C:25]=1[CH3:26].O.O.O.Cl([O-])(=O)(=O)=O.[Li+]>C(#N)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:10])([C@H:11]([N:30]1[CH2:31][CH:32]=[C:27]([C:23]2[CH:22]=[CH:21][C:20]([CH3:19])=[C:25]([CH3:26])[N:24]=2)[CH2:28][CH2:29]1)[CH3:12])[CH2:13][N:14]1[CH:18]=[N:17][CH:16]=[N:15]1

참가 물질

5

반응물 3

HCID 101311911-((2-(2,4-Difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, (2R-cis)-HCID 23708903Lithium perchlorate trihydrateHCID 579807215,6-Dimethyl-1',2',3',6'-tetrahydro-2,4'-bipyridine

생성물 1

HCID 44538604(2R,3R)-2-(2,4-difluorophenyl)-3-(5,6-dimethyl-3',6'-dihydro-2,4'-bipyridin-1'(2'H)-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol수율 44.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

(2R,3S)-2-(2,4-Difluorophenyl)-3-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)oxirane (0.83 g, 3.3 mmol) and 5,6-dimethyl-1′,2′,3′,6′-tetrahydro-2,4′-bipyridine (5.18 g, 27.5 mmol) were dissolved in acetonitrile (50 ml), and lithium perchlorate trihydrate (7.48 g, 46.6 mmol) was added thereto and refluxed for 40 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was dissolved in ethyl acetate and washed with water. The solvent was again evaporated under a reduced pressure, and the residue was purified using a silica gel column to obtain 0.67 g of the intended substance (yield 44.7%).

후처리

  1. temperaturerefluxed for 40 hours
  2. customThe solvent was evaporated under a reduced pressure
  3. dissolutionthe thus obtained residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customThe solvent was again evaporated under a reduced pressure
  6. customthe residue was purified
  7. customto obtain 0.67 g of the intended substance (yield 44.7%)

출처 및 근거

ORD 기록
ord-a58affa933de40ffa80857875352994f
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973056B2

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