Methyl iodide → 3-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1-methyl-6-nitro-2,4(1H,3H)-quinazolinedione

HRID 1451872ノート

反応式

HRID 1451872 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[NH:23][C:22]2=[O:35])[CH2:17][CH2:16]1.[H-].[Na+].[CH3:38]I.[Cl-].[NH4+]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[C:30](=[O:31])[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([N+:32]([O-:34])=[O:33])[CH:28]=3)[N:23]([CH3:38])[C:22]2=[O:35])[CH2:17][CH2:16]1

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 229233993-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline2 回

生成物 1

HCID 229235503-[1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinyl]-1-methyl-6-nitro-2,4(1H,3H)-quinazolinedione収率 62.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

In 1 ml of DMF was dissolved 239 mg (0.5 mmol) of 3-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3, 4-tetrahydro-6-nitro-2,4-dioxoquinazoline (Compound 24) obtained in Reference Example 6, and the solution was added dropwise to a solution of 22 mg (0.55 mmol) of 60% sodium hydride in 2 ml of DMF under ice cooling. After stirring for 20 minutes, 0.031 ml (0.5 mmol) of methyl iodide was added thereto, followed by stirring at room temperature for 1 hour. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, and the precipitated solid was collected by filtration. The solid was washed with water, dried by heating, and recrystallized from ethanol/ether to give 152.9 mg (yield: 62%) of Compound 1 as pale yellow crystals.

後処理

  1. customobtained in Reference Example 6
  2. stirringby stirring at room temperature for 1 hour
  3. filtrationthe precipitated solid was collected by filtration
  4. washThe solid was washed with water
  5. customdried
  6. temperatureby heating
  7. customrecrystallized from ethanol/ether

出典と根拠

ORDレコード
ord-6f766c20e4b74672ae931cbaaa151762
出典データセット
uspto-grants-1997_02
特許番号
US05605900

反応ノート

読み込み中…