Sodium Bicarbonate → 3-Amino-6-(1H-indol-2-yl)phthalimide

HRID 20995ノート

反応式

HRID 20995 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[N:14](C(OC(C)(C)C)=O)[C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].Cl.CO.C(=O)([O-])O.[Na+]>CO>[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6]

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 21893726Hydrochloride methanolHCID 684928123-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide

生成物 1

HCID 119996883-Amino-6-(1H-indol-2-yl)phthalimide収率 87.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide (21.8 mg, 0.0578 mmol) was dissolved in methanol (2.2 mL), and the solution was added with 10% hydrogen chloride-methanol solution (2.2 mL), followed by stirring at 70° C. for 1.3 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1) to obtain Compound 1 (14 mg, yield 87%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1)

出典と根拠

ORDレコード
ord-57ba0fe19a30487ba9d4f58357e5f778
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

反応ノート

読み込み中…