Hydrazine hydrate (1:1) → 2-(6-Methoxypyridin-2-yl)ethan-1-amine

HRID 2202232노트

반응식

HRID 2202232 반응식
O.NN.[CH3:4][O:5][C:6]1[N:11]=[C:10]([CH2:12][CH2:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)[CH:9]=[CH:8][CH:7]=1>CCO>[CH3:4][O:5][C:6]1[N:11]=[C:10]([CH2:12][CH2:13][NH2:14])[CH:9]=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 153198721H-Isoindole-1,3(2H)-dione, 2-[2-(6-methoxy-2-pyridinyl)ethyl]-

생성물 1

HCID 212435192-(6-Methoxypyridin-2-yl)ethan-1-amine수율 92.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Hydrazine monohydrate (24.94 mL, 514.18 mmol) was added to a solution of 2-(2-(6-methoxypyridin-2-yl)ethyl)isoindoline-1,3-dione (29.03 g, 102.84 mmol) in EtOH (300 mL) at room temperature. The mixture was heated under reflux for 1 hr, and allowed to be cooled to room temperature. The insoluble substance was removed by filtration, and washed with a mixed solvent of diethyl ether/IPE (1:1). The filtrate was concentrated under reduced pressure, and to the obtained residue was added toluene (about 250 mL), and the mixture was concentrated again under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH, solvent gradient; 10→100% ethyl acetate/hexane) to give 2-(6-methoxypyridin-2-yl)ethanamine (14.43 g, 95 mmol, 92%) as a colorless oil.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. customThe insoluble substance was removed by filtration
  4. washwashed with a mixed solvent of diethyl ether/IPE (1:1)
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. additionto the obtained residue was added toluene (about 250 mL)
  7. concentrationthe mixture was concentrated again under reduced pressure
  8. customThe obtained residue was purified by silica gel column chromatography (NH, solvent gradient; 10→100% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4a0acc98e7294123bfbc45c7aba82037
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365520B2

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