Stannous chloride dihydrate → 2-(2-Methoxyphenyl)-3-pyridinamine

HRID 1431442노트

반응식

HRID 1431442 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[CH:11][N:10]=1.O.O.[Sn](Cl)Cl>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:14]([NH2:15])=[CH:13][CH:12]=[CH:11][N:10]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 59631504HCID 59631504, 화합물

생성물 1

HCID 116441022-(2-Methoxyphenyl)-3-pyridinamine

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

반응 조건

온도
65 °C

실험 절차

To a stirred mixture of 2-(2-methoxyphenyl)-3-nitropyridine (34.3 mg, 0.15 mmol) in EtOAc (5.0 mL) was added tin(II) chloride dihydrate (0.17 g, 0.76 mmol) in portions. Upon complete addition of the reducing agent, the mixture was carefully heated to 65° C. After 19 h, the reaction was cooled to rt and diluted with EtOAc, then washed with 1M NaOH (10 mL), water (10 mL), and brine (10 mL). After drying over anhydrous sodium sulfate and filtration, the organic solvent was removed under reduced pressure. The residue was identified as mostly 2-(2-Methoxyphenyl)-3-pyridinamine. Mass Spectrum (pos.) m/e: 201.1 (M+1).

후처리

  1. additionUpon complete addition of the reducing agent
  2. temperaturethe reaction was cooled to rt
  3. washwashed with 1M NaOH (10 mL), water (10 mL), and brine (10 mL)
  4. dry with materialAfter drying over anhydrous sodium sulfate and filtration
  5. customthe organic solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-5191604c958a45af89c3b66510eae792
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940724B2

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