Acetic Anhydride → N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl)acetamide

HRID 8817ノート

反応式

HRID 8817 の反応式
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[CH:9]=2)[O:4][C:3]=1[C:25](=[O:30])[C:26]([OH:29])([CH3:28])[CH3:27].[C:31](OC(=O)C)(=[O:33])[CH3:32]>C(O)(=O)C>[Cl:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:7]1[N:6]=[C:5]2[O:4][C:3]([C:25](=[O:30])[C:26]([OH:29])([CH3:27])[CH3:28])=[C:2]([NH:1][C:31](=[O:33])[CH3:32])[C:10]2=[CH:9][C:8]=1[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 103660061-(3-Amino-6-(2-chlorophenyl)-5-(4-chlorophenyl)furo[2,3-b]pyridin-2-yl)-2-hydroxy-2-methylpropan-1-one

生成物 1

HCID 10028229N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl)acetamide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
85 °C

実験手順

The product of Example 100 (0.200 g), acetic anhydride (1.25 mL) and acetic acid (0.25 mL) were combined and then heated to 85° C. After 3 h the reaction was concentrated and the residue was dissolved in dichloromethane and washed twice with aqueous sodium bicarbonate. The solution was then concentrated and the residue was purified via flash chromatography on silica gel with gradient elution of 0–60% ethyl acetate in hexanes affording the title compound. HPLC/MS: 483.0 (M+1), 484.8 (M+3); Rt=3.95-min.

後処理

  1. concentrationAfter 3 h the reaction was concentrated
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washwashed twice with aqueous sodium bicarbonate
  4. concentrationThe solution was then concentrated
  5. customthe residue was purified via flash chromatography on silica gel with gradient elution of 0–60% ethyl acetate in hexanes affording the title compound

出典と根拠

ORDレコード
ord-e1aac933471c4119887b78fda5452eab
出典データセット
uspto-grants-2006_08
特許番号
US07091216B2

反応ノート

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