Ammonium Chloride → 4-(5-Aminopyridin-2-yl)butanenitrile

HRID 1504965노트

반응식

HRID 1504965 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][C:13]#[N:14])=[N:8][CH:9]=1)([O-])=O.[NH4+].[Cl-]>O.CO.[Fe]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][C:13]#[N:14])=[N:8][CH:9]=1

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 682920074-(5-Nitropyridin-2-yl)butanenitrile

생성물 1

HCID 682926344-(5-Aminopyridin-2-yl)butanenitrile수율 75%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 887Methanol용매HCID 962Water용매

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온도
90 °C

실험 절차

A mixture of compound 77 (158 mg, 0.83 mmol), NH4Cl (666 mg, 12 mmol) and Iron Powder (463 mg, 8.3 mmol) in water (5 mL) and CH3OH (5 mL) was stirred at 90° C. for 1 h. After cooling, the reaction mixture was filtered and the solid was washed by DCM. The filtrates were separated, the organic layer was washed with brine, dried over Na2SO4 and concentrated to dryness to give compound 78 (100 mg, 75%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ8.04 (s, 1H), 6.90-7.00 (m, 2H), 3.53 (br s, 2H), 2.83 (t, 2H, J=7.1 Hz), 2.36 (t, 2H, J=7.1 Hz), 2.02-2.12 (m, 2H).

후처리

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture was filtered
  3. washthe solid was washed by DCM
  4. customThe filtrates were separated
  5. washthe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-0906691f588547bdab6a3bf7ac647005
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216957B2

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