[5-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-methanol → 5-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazole-3-carbaldehyde

HRID 509965ノート

反応式

HRID 509965 の反応式
[F:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][NH:7][C:8]2[CH:9]=[C:10]([CH2:22][OH:23])[N:11]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:12]=2)=[CH:4][CH:3]=1>[O-2].[Mn+4].[O-2].ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]2[CH:9]=[C:10]([CH:22]=[O:23])[N:11]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:12]=2)=[CH:24][CH:25]=1

参加物

4

反応物 1

HCID 58259462[5-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-methanol

生成物 1

HCID 582591365-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazole-3-carbaldehyde収率 98.2%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

In a round bottom flask, [5-(4-fluoro-benzylamino)-2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-methanol (112, 1.6 g, 4.2 mmol) was combined with 300 mL of dichloromethane and manganese(IV) oxide (0.61 g, 7.0 mmol) and stirred overnight under nitrogen. The reaction was filtered through celite and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography, eluting with 10-100% ethyl acetate in hexane. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound (113, 1.4 g). 1H NMR was consistent with the compound structure.

後処理

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate concentrated under vacuum
  3. customThe resulting material was purified by silica gel column chromatography
  4. washeluting with 10-100% ethyl acetate in hexane
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-82c4454fbf81408cbbd7e7bf7471b828
出典データセット
uspto-grants-2015_08
特許番号
US09096593B2

反応ノート

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