Pyridine → 1-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-beta-carbolin-9-yl) 1-ethanone

HRID 1004061ノート

反応式

HRID 1004061 の反応式
N1C=CC=CC=1.[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH:16]([CH3:22])[N:15]([C:23](=[O:25])[CH3:24])[CH2:14][CH2:13][C:12]2=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>C1(C)C=CC=CC=1>[C:23]([N:15]1[CH2:14][CH2:13][C:12]2[C:11]3[C:19](=[CH:20][CH:21]=[C:9]([O:8][CH3:7])[CH:10]=3)[N:18]([C:26](=[O:28])[CH3:27])[C:17]=2[CH:16]1[CH3:22])(=[O:25])[CH3:24]

参加物

5

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 18328986HCID 18328986、化合物

生成物 1

HCID 187942621-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-beta-carbolin-9-yl) 1-ethanone収率 22%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

N,N-Diethylaminopyridine (530 mg) and pyridine (1.1 mL) are added to a solution of 1-(6-methoxy-1 -methyl-2,3,4,9-tetrahydro- 1H-β-carbolin-2-yl)-1-ethanone (933 mg) in toluene (100 mL) and acetic anhydride (6 mL). The mixture is refluxed for 48 h. After evaporation of the toluene, the crude product is taken up in water and then extracted with dichloromethane and, after separation on silica gel (chloroform/methanol eluent), the 1-(2-acetyl-6-methoxy-1-methyl-2,3,4,9-tetrahydro-1 H-β-carbolin-9-yl) 1 -ethanone is obtained (22% yield).

後処理

  1. temperatureThe mixture is refluxed for 48 h
  2. customAfter evaporation of the toluene
  3. extractionextracted with dichloromethane
  4. customafter separation on silica gel (chloroform/methanol eluent)

出典と根拠

ORDレコード
ord-c85cea1277f74e2c8775ac769915c239
出典データセット
uspto-grants-2000_04
特許番号
US06048868

反応ノート

読み込み中…