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Methylhydrazine → HCID 86724103, 화합물

HRID 1748761
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HRID 1748761 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8](=O)[CH2:9][C:10]#[N:11])[CH:5]=[CH:4][CH:3]=1.[CH3:13][NH:14][NH2:15]>C(O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]2[N:14]([CH3:13])[N:15]=[C:10]([NH2:11])[CH:9]=2)[CH:5]=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 534172293-(6-Bromopyridin-2-yl)-3-oxopropanenitrile

생성물 1

HCID 86724103HCID 86724103, 화합물수율 81.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 3-(6-bromo-2-pyridyl)-3-oxo-propanenitrile (1.71 g, 7.6 mmol, Preparation A.1) in ethanol (50 mL) was added methyl hydrazine (1.20 mL, 22.8 mmol). The resulting mixture was stirred for about 30 min at rt and then heated under reflux for about 4 h. After cooling to rt the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (SiO2, ethyl acetate/hexanes 1:2) to give 3-(6-bromo-2-pyridyl)-2-methyl-pyrazol-5-amine (1.56 g, 6.2 mmol, 81%) as an off white solid: 1H-NMR (CDCl3, Bruker 400 MHz) δ 3.57 (2 H, br s); 3.75 (3 H, s); 5.90 (1 H, s); 7.34 (1 H, d, J=8 Hz); 7.52 (1 H, t, J=8 Hz); 7.82 (1 H, d, J=8 Hz).

후처리

  1. temperatureheated
  2. temperatureunder reflux for about 4 h
  3. temperatureAfter cooling to rt the reaction mixture
  4. concentrationwas concentrated in vacuo
  5. customThe residue was purified by column chromatography (SiO2, ethyl acetate/hexanes 1:2)

출처 및 근거

ORD 기록
ord-0cb92ebb57f04cf6a45ae4546b535f65
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150592B2

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