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Cornforth reagent → HCID 67135814、化合物

HRID 2174628
ノート
印刷プレビュー

反応式

HRID 2174628 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([CH3:25])=[N:11][N:12]([CH3:24])[C:13]=1[CH:14]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23])[OH:15].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([CH3:25])=[N:11][N:12]([CH3:24])[C:13]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23])=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2724130Cornforth reagentHCID 66612382HCID 66612382、化合物

生成物 1

HCID 67135814HCID 67135814、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-(2-Chloro-4-fluorophenyl)-α-(2,4-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-methanol (i.e. the product of Synthesis Example 6) (90 mg, 0.25 mmol) was dissolved in dichloromethane (8 mL), and pyridinium dichromate (113 mg, 0.3 mmol) was added in one portion. The reaction mixture was stirred at ambient temperature for 16 h, and then the reaction mixture was partitioned between water (5 mL) and dichloromethane (5 mL). The organic phase was washed with additional water (5 mL) and with brine (5 mL), dried over Na2SO4 and concentrated under reduced pressure to give a viscous residue. This residue was purified by column chromatography through silica gel eluted with a gradient of ethyl acetate in hexane (25% to 30%) to give the title product, a compound of the present invention, as a pale yellow viscous oil (29 mg).

後処理

  1. customthe reaction mixture was partitioned between water (5 mL) and dichloromethane (5 mL)
  2. washThe organic phase was washed with additional water (5 mL) and with brine (5 mL)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a viscous residue
  6. customThis residue was purified by column chromatography through silica gel
  7. washeluted with a gradient of ethyl acetate in hexane (25% to 30%)

出典と根拠

ORDレコード
ord-0ab962548a99444e92ec3a37ca9d6caa
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09062005B2

反応ノート

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