Hydrochloric Acid → 3-(2,3-dihydro-1H-indol-5-yl)-1-(1-methylethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

HRID 82569

반응식

HRID 82569 반응식
[CH3:1][CH:2]([N:4]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[N:6]([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]3)[C:5]1=[O:29])[CH3:3].Cl>CCOC(C)=O.C1COCC1.CCOC(C)=O>[NH:18]1[C:19]2[C:15](=[CH:14][C:13]([N:6]3[C:7]4=[N:8][CH:9]=[CH:10][CH:11]=[C:12]4[N:4]([CH:2]([CH3:1])[CH3:3])[C:5]3=[O:29])=[CH:21][CH:20]=2)[CH2:16][CH2:17]1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 58577369tert-Butyl 5-[1-(1-methylethyl)-2-oxo-1,2-dihydro-3H-imidazo[4,5-b]pyridin-3-yl]-2,3-dihydro-1H-indole-1-carboxylate

생성물 1

HCID 585772553-(2,3-dihydro-1H-indol-5-yl)-1-(1-methylethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 21939870Tetrahydrofuran ethyl acetate용매

반응 조건

온도
80 °C

실험 절차

To a stirred mixture of tert-butyl 5-[1-(1-methylethyl)-2-oxo-1,2-dihydro-3H-imidazo[4,5-b]pyridin-3-yl]-2,3-dihydro-1H-indole-1-carboxylate in AcOEt/EtOH (1/1, 10 mL) was added 4N HCl in AcOEt (4 mL). The mixture was stirred at 80° C. for 2 h, evaporated, treated with saturated NaHCO3, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated in vacuo. The residue was suspended in IPE and the suspension was collected by filtration to give the title compound as white crystals (313 mg).

후처리

  1. customevaporated
  2. additiontreated with saturated NaHCO3
  3. extractionextracted with AcOEt
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated in vacuo
  6. filtrationthe suspension was collected by filtration

출처 및 근거

ORD 기록
ord-e85d7b9fbe5e4fe3955c15c3a4463808
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846713B2

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