Selectfluor → 1-(4-chloro-2-trifluoromethyl-benzyl)-3-fluoro-1H-indazole-5-carbaldehyde

HRID 2400968노트

반응식

HRID 2400968 반응식
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]=[O:17])=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[C:4]([C:20]([F:23])([F:22])[F:21])[CH:3]=1.[B-](F)(F)(F)[F:25].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>CC#N>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]=[O:17])=[CH:13][CH:14]=3)[C:9]([F:25])=[N:8]2)=[C:4]([C:20]([F:22])([F:23])[F:21])[CH:3]=1

참가 물질

4

반응물 2

HCID 2724933SelectfluorHCID 866545471-(4-chloro-2-(trifluoromethyl)benzyl)-1H-indazole-5-carbaldehyde

생성물 1

HCID 866596991-(4-chloro-2-trifluoromethyl-benzyl)-3-fluoro-1H-indazole-5-carbaldehyde

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
140 °C

실험 절차

A suspension of 1-[4-Chloro-2-(trifluoromethyl)benzyl]-1H-indazol-5-carbaldehyde (0.9 mmol, from Example 1)) and SelectFluor® (2 eq., Aldrich) in CH3CN (3 mL) was heated in a microwave reactor at 140° C. for 30 min. The solvent was evaporated and the residue was washed with DCM. The insoluble solid was discarded. The combined organic washings were concentrated and the residue was purified by flash chromatography (0-20% EtOAc/Hex) to afford 1-[4-chloro-2-(trifluoromethyl)benzyl]-3-fluoro-1H-indazol-5-carbaldehyde.

후처리

  1. customThe solvent was evaporated
  2. washthe residue was washed with DCM
  3. concentrationThe combined organic washings were concentrated
  4. customthe residue was purified by flash chromatography (0-20% EtOAc/Hex)

출처 및 근거

ORD 기록
ord-c4f14e175b9042ee9f8c66e6293ca043
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796256B2

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