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ノート

反応式

HRID 515557 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 62761-Pentanol溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ab837785a9534fb8b4c9bda946d9f484
出典データセット
uspto-grants-2015_08
特許番号
US09108971B2

反応ノート

読み込み中…