Potassium Carbonate → 1-[6-(4-Methyl-1H-imidazol-1-yl)pyridin-3-yl]ethan-1-one

HRID 505575

반응식

HRID 505575 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][C:12]1[N:13]=[CH:14][NH:15][CH:16]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH3:11][C:12]1[N:13]=[CH:14][N:15]([C:2]2[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=2)[CH:16]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27796981-(6-Chloropyridin-3-yl)ethan-1-oneHCID 178418800HCID 178418800, 화합물

생성물 1

HCID 450967261-[6-(4-Methyl-1H-imidazol-1-yl)pyridin-3-yl]ethan-1-one수율 67.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
110 °C

실험 절차

1-(6-chloro-pyridin-3-yl)-ethanone (7.00 g, 45.16 mmol) and 4-methylimidazole (11.11 g, 135.50 mmol) were combined in DMSO (35 ml), before addition of K2CO3. The mixture was heated at 110° C. for 22 h with rapid stirring. The reaction was then cooled to room temperature and poured into ice water (400 ml) with vigorous stirring for 15 min. The resulting precipitate was collected on a filter and washed generously with water. The resulting material was dried in vacuo to yield 19 as a tan solid (6.1 g, 67%). LC/MS: [M+1]+=202.2. C11H11N3O=201.2. 1H NMR (DMSO-d6) 300 MHz δ2.18 (3H, s), 2.63 (3H, s), 7.72 (1H, s), 7.87 (2H, d: J=9.0 Hz), 8.41 (2H, d, J=9.0 Hz), 8.51 (1H, s), 8.98 (1H, s).

후처리

  1. temperatureThe reaction was then cooled to room temperature
  2. customThe resulting precipitate was collected on
  3. filtrationa filter
  4. washwashed generously with water
  5. customThe resulting material was dried in vacuo

출처 및 근거

ORD 기록
ord-a7fd66f93a10462ea08814954004a22f
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781442B2

연결된 노트

불러오는 중…