Hydrochloric Acid → 6-(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-2-(4-fluorophenyl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine

HRID 515557

반응식

HRID 515557 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:18]3[CH:23]=[CH:22][N:21]=[N:20][CH:19]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[N:10]=2)[N:7]=1.[CH2:24]([N:31]1[CH2:35][CH:34]2[CH2:36][NH:37][CH2:38][CH:33]2[CH2:32]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.Cl>C(O)CCCC>[CH2:24]([N:31]1[CH2:35][CH:34]2[CH2:36][N:37]([C:2]3[CH:3]=[CH:4][C:5]4[N:6]([C:8]([C:18]5[CH:23]=[CH:22][N:21]=[N:20][CH:19]=5)=[C:9]([C:11]5[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=5)[N:10]=4)[N:7]=3)[CH2:38][CH:33]2[CH2:32]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 44543872-Benzyloctahydropyrrolo[3,4-c]pyrroleHCID 593677016-Chloro-2-(4-fluorophenyl)-3-(pyridazin-4-yl)imidazo[1,2-b]pyridazine

생성물 1

HCID 252046676-(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-2-(4-fluorophenyl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine수율 87.2%

시약·촉매·용매 1

HCID 62761-Pentanol용매

반응 조건

온도
150 °C

실험 절차

The mixture of 0.90 g (2.8 mmol) of 6-chloro-2-(4-fluorophenyl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine and 1.7 g (8.3 mmol) of 5-benzyloctahydropyrrolo[3,4-c]pyrrole in 15 ml of pentanol is heated in a sealed tube at 150° C. for 18 hours. The reaction medium is poured into a 1N aqueous solution of hydrochloric acid and the aqueous phase is washed with ethyl acetate. The aqueous phase is then basified using aqueous sodium hydroxide and the product is extracted with dichloromethane. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. The product is chromatographed on a silica gel column, elution being carried out with a mixture of aqueous ammonia, methanol and dichloromethane (0.2/2/98), to give 1.2 g of solid in the form of an amorphous white foam.

후처리

  1. washthe aqueous phase is washed with ethyl acetate
  2. extractionthe product is extracted with dichloromethane
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe product is chromatographed on a silica gel column, elution
  6. additionbeing carried out with a mixture of aqueous ammonia, methanol and dichloromethane (0.2/2/98)

출처 및 근거

ORD 기록
ord-ab837785a9534fb8b4c9bda946d9f484
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108971B2

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