Acetic Anhydride → N-[6-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylidene]-acetamide

HRID 1793879

반응식

HRID 1793879 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:22](=[NH:23])[N:21]([CH2:24][CH3:25])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>COC(C)(C)C>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([C:11]2[C:22](=[N:23][C:26](=[O:28])[CH3:27])[N:21]([CH2:24][CH3:25])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[CH:18][C:13]=3[CH:12]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 222201776-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine2회

생성물 1

HCID 21021924N-[6-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylidene]-acetamide수율 78%

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

A mixture of the product of Example 4, 6-(3,5-dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine (50.0 g, 0.145 mol), and acetic anhydride (150 mL) were heated with stirring until reflux at which point all the starting material dissolved. The reaction mixture was heated at reflux for 5 minutes, cooled in an ice bath, and t-butyl methyl ether added. The product was collected by filtration, washed with acetic anhydride (50 mL) and ether (100 mL) to afford 43.7 g (78% yield) of the titled compound. mp 145–150° C.

후처리

  1. temperaturewere heated
  2. temperatureuntil reflux at which point all the starting material
  3. dissolutiondissolved
  4. temperatureThe reaction mixture was heated
  5. temperatureat reflux for 5 minutes
  6. temperaturecooled in an ice bath
  7. filtrationThe product was collected by filtration
  8. washwashed with acetic anhydride (50 mL) and ether (100 mL)

출처 및 근거

ORD 기록
ord-83a2cebc2c6f4d58a1541cc30df5e320
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022711B2

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