[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 509965노트

반응식

HRID 509965 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-82c4454fbf81408cbbd7e7bf7471b828
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096593B2

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