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 1044192

反応式

HRID 1044192 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 21939870Tetrahydrofuran ethyl acetate溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1475a037832244a3a151f04b962aaa18
出典データセット
uspto-grants-2013_10
特許番号
US08563575B2

関連ノート

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