Hydrazine → 6-Methoxy-1H-indazole

HRID 1750113

반응식

HRID 1750113 반응식
F[C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[NH2:12][NH2:13]>>[CH3:11][O:10][C:8]1[CH:9]=[C:2]2[C:3]([CH:4]=[N:12][NH:13]2)=[CH:6][CH:7]=1

참가 물질

3

반응물 2

HCID 9321HydrazineHCID 27348732-Fluoro-4-methoxybenzaldehyde

생성물 1

HCID 126392026-Methoxy-1H-indazole수율 59%

실험 절차

A mixture of 2-fluoro-4-methoxybenzaldehyde (1 g, 6.5 mmol) and hydrazine (7 mL) was heated to reflux for 4 h. The mixture was extracted with CH2Cl2. The combined organic layers were washed with water, brine, concentrated in vacuo, and purified by column chromatography (elution with PE/EtOAc=5:1) to afford 6-methoxy-1H-indazole (intermediate 42) (568 mg, 59%) as a yellow solid. HPLC: 99%, RT 2.159 min. MS (ESI) m/z 149.1[M+H]+.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 4 h
  3. extractionThe mixture was extracted with CH2Cl2
  4. washThe combined organic layers were washed with water, brine
  5. concentrationconcentrated in vacuo
  6. custompurified by column chromatography (elution with PE/EtOAc=5:1)

출처 및 근거

ORD 기록
ord-8f9f1ad7561d44e6ae386ac321a36fcb
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156822B2

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