Ethyl Acetate → HCID 53883802、化合物

HRID 365347ノート

反応式

HRID 365347 の反応式
[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][CH3:21])=[CH:16][C:15]([NH:22][C:23](=O)[CH3:24])=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1.C(OCC)(=O)C>O1CCOCC1>[CH:1]([O:4][C:5]([C:7]1[N:8]=[CH:9][C:10]2[NH:11][C:12]3[C:17]([C:18]=2[C:19]=1[CH2:20][CH3:21])=[CH:16][C:15]([NH:22][C:23](=[S:35])[CH3:24])=[CH:14][CH:13]=3)=[O:6])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 87949Lawesson's reagentHCID 54114684HCID 54114684、化合物

生成物 1

HCID 53883802HCID 53883802、化合物収率 53.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

2741 mg of 6-acetylamino-4-ethyl-β-carboline-3-carboxylic acid isopropyl ester is heated to 70° C. in 110 ml of dioxane with 3915 mg of Lawesson's reagent while being stirred. After cooling, it is mixed with 100 ml of ethyl acetate and washed with saturated sodium chloride solution. The organic phases are dried and concentrated by evaporation in a vacuum. The residue is chromatographed on silica gel with toluene+methanol=8+2. 1541 mg of 4-ethyl-6-thioacetylamino-β-carboline-3-carboxylic acid isopropyl ester with a melting point of 158-160° C. is obtained from the desired fractions.

後処理

  1. temperatureAfter cooling
  2. washwashed with saturated sodium chloride solution
  3. customThe organic phases are dried
  4. concentrationconcentrated by evaporation in a vacuum
  5. customThe residue is chromatographed on silica gel with toluene+methanol=8+2

出典と根拠

ORDレコード
ord-13b3ea3ebcb8487696dff6f1cce816f1
出典データセット
uspto-grants-2000_10
特許番号
US06127368

反応ノート

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