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

HRID 8817노트

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HRID 8817 반응식
[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

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
85 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e1aac933471c4119887b78fda5452eab
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091216B2

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