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

HRID 1009064노트

반응식

HRID 1009064 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.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]1[CH2:26][CH2:27][NH:28][CH2:29][CH:30]=1.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:28]1[CH2:29][CH:30]=[C:25]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][N:19]=2)[CH2:26][CH2:27]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 151668421',2',3',6'-Tetrahydro-2,4'-bipyridineHCID 23708903Lithium perchlorate trihydrate

생성물 1

HCID 44538603(2R,3R)-2-(2,4-difluorophenyl)-3-(3',6'-dihydro-2,4'-bipyridin-1'(2'H)-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol수율 49.6%

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 (2.21 g, 8.8 mmol) and 1′,2′,3′,6′-tetrahydro-2,4′-bipyridine (7.47 g, 46.6 mmol) were dissolved in acetonitrile (100 ml), and lithium perchlorate trihydrate (7.48 g, 46.6 mmol) was added thereto and refluxed for 48 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 1.90 g of the intended substance (yield 49.6%).

후처리

  1. temperaturerefluxed for 48 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 1.90 g of the intended substance (yield 49.6%)

출처 및 근거

ORD 기록
ord-0be9011e355042fabde0abecf7eac40c
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973056B2

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