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

HRID 1793879

反応式

HRID 1793879 の反応式
[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

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 222201776-(3,5-Dimethoxy-phenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-83a2cebc2c6f4d58a1541cc30df5e320
出典データセット
uspto-grants-2006_04
特許番号
US07022711B2

関連ノート

読み込み中…