Ethyl Beta-Carboline-3-Carboxylate → 3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-9H-beta-carboline

HRID 355817ノート

反応式

HRID 355817 の反応式
[O-]CC.[Na+].[Na].[CH:6]1([C:9](=[NH:11])[NH2:10])[CH2:8][CH2:7]1.C([O:14][C:15]([C:17]1[N:18]=[CH:19][C:20]2[NH:21][C:22]3[C:27]([C:28]=2[CH:29]=1)=[CH:26][CH:25]=[CH:24][CH:23]=3)=O)C>O.C(O)C.C1(C)C=CC=CC=1>[CH:6]1([C:9]2[N:10]=[C:15]([C:17]3[N:18]=[CH:19][C:20]4[NH:21][C:22]5[C:27]([C:28]=4[CH:29]=3)=[CH:26][CH:25]=[CH:24][CH:23]=5)[O:14][N:11]=2)[CH2:8][CH2:7]1

参加物

8

反応物 4

HCID 105078Ethyl Beta-Carboline-3-CarboxylateHCID 431751CyclopropanecarboximidamideHCID 2723922Sodium ethoxideHCID 5360545Sodium

生成物 1

HCID 189407253-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-9H-beta-carboline収率 52%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒2 回HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

To a solution of sodium ethoxide, prepared from sodium metal (0.6 g, 26 mmol) and anhydrous ethanol (50 mL), cyclopropylmethanimidamide (1.67 g, 16 mmol) and 9H-β-carboline-3-carboxylic acid ethyl ester (2.0 g, 8.0 mmol) were added. Toluene (50 mL) was added and the resulting mixture was heated to 120°-130° C. The ethanol and water formed during the reaction were removed by azeotropic distillation. The reaction was complete after 30 min. The solid was filtered from the reaction mixture, washed with water and dried. This afforded the title compound (1.15 g, 52%) as an yellow solid. M.p. 256°-257° C.

後処理

  1. additionwere added
  2. temperaturethe resulting mixture was heated to 120°-130° C
  3. customwere removed by azeotropic distillation
  4. filtrationThe solid was filtered from the reaction mixture
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-a5fa28fb02984bcaa1055039dc7cd15f
出典データセット
uspto-grants-1998_11
特許番号
US05834482

反応ノート

読み込み中…