1,1'-Carbonyldiimidazole → 3-Chloro-9-cyclohexylimidazo[1,5-a]pyrido[3,2-e]pyrazin-6(5h)-one

HRID 72751노트

반응식

HRID 72751 반응식
[NH2:1][C:2]1[C:3]([N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[C:20](N1C=CN=C1)(N1C=CN=C1)=[O:21]>>[Cl:8][C:6]1[CH:5]=[N:4][C:3]2[N:9]3[C:10]([CH:14]4[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]4)=[N:11][CH:12]=[C:13]3[C:20](=[O:21])[NH:1][C:2]=2[CH:7]=1

참가 물질

3

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59198835HCID 59198835, 화합물

생성물 1

HCID 591985613-Chloro-9-cyclohexylimidazo[1,5-a]pyrido[3,2-e]pyrazin-6(5h)-one

실험 절차

3-Amino-5-chloro-2-(2-cyclohexyl-1H-imidazol-1-yl)pyridine as synthesized in Production Example 103, 838 mg, 1,1′-carbonyldi-imidazole 983 mg and 1,2-chlorobenzene 25 mL were mixed and heated under reflux for 15 hours. Cooling the reaction liquid off, the precipitate was recovered by filtration and washed with methanol. The resulting crystals were dissolved in a liquid mixture of 2N hydrochloric acid and methanol, and the insoluble matter was separated by filtration. The filtrate was made weakly alkaline with saturated aqueous sodium hydrogencarbonate solution, and the precipitate was recovered by filtration. Drying the same in flowing air under heating, 620 mg of the title compound was obtained.

후처리

  1. additionwere mixed
  2. temperatureheated
  3. temperatureunder reflux for 15 hours
  4. temperatureCooling
  5. customthe reaction liquid off, the precipitate
  6. filtrationwas recovered by filtration
  7. washwashed with methanol
  8. dissolutionThe resulting crystals were dissolved in a liquid mixture of 2N hydrochloric acid and methanol
  9. customthe insoluble matter was separated by filtration
  10. filtrationthe precipitate was recovered by filtration
  11. customDrying the same
  12. temperatureunder heating

출처 및 근거

ORD 기록
ord-5088a476701f4831a0d951b0c6727690
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829000B2

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