Imidazole → 5-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

HRID 1380849노트

반응식

HRID 1380849 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:16]#[N:17])[C:11](=[O:15])[NH:12][C:13]=2[CH3:14])=[CH:4][CH:3]=1.[NH:18]1[CH:22]=[CH:21][N:20]=[CH:19]1.C(=O)([O-])[O-].[K+].[K+]>O.[Cu].[Cu]I>[N:18]1([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]=[C:10]([C:16]#[N:17])[C:11](=[O:15])[NH:12][C:13]=3[CH3:14])=[CH:4][CH:3]=2)[CH:22]=[CH:21][N:20]=[CH:19]1

참가 물질

7

반응물 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 202385991,2-Dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrile

생성물 1

HCID 104461365-(4-Imidazol-1-yl-phenyl)-6-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile수율 11.6%

시약·촉매·용매 3

HCID 23978Copper촉매HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매

반응 조건

온도
200 °C

실험 절차

A mixture of 1,2-dihydro-5-(4-fluorophenyl)-6-methyl-2-oxo-3-pyridinecarbonitrile (5.0 grams), imidazole (25 grams), potassium carbonate (5 grams), copper (0.5 grams) and copper (I) iodide (0.5 grams) is heated just at 200° C. for 24 hours and then at 260° C. for eight hours. After cooling, the reaction mixture is diluted with water and filtered. The filtrate is acidified with 6N hydrochloric acid and the precipitate is collected. This solid is boiled in one liter of methanol and the hot mixture is filtered. The filtrate is evaporated to a volume of 200 ml and cooled to give 0.7 grams of 1,2-dihydro-5-[4-(1H- imidazol-1-yl)phenyl]-6-methyl-2-oxo-3-pyridinecarbonitrile: mp 300°-301° C.

후처리

  1. temperatureAfter cooling
  2. filtrationfiltered
  3. customthe precipitate is collected
  4. filtrationthe hot mixture is filtered
  5. customThe filtrate is evaporated to a volume of 200 ml
  6. temperaturecooled

출처 및 근거

ORD 기록
ord-5958e949acbc4815b949c4ef0ac9d61c
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04584299

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