Methyl iodide → 4H-Imidazo(4,5-c)(1,8)naphthyridin-4-one, 3,5-dihydro-3-methyl-5-phenyl-

HRID 129478ノート

反応式

HRID 129478 の反応式
[C:1]1([N:7]2[C:16]3[N:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:10]3[N:17]=[CH:18][NH:19][C:9]=3[C:8]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[H][H].[CH3:25]I.[Cl-].[NH4+]>CN(C)C=O>[CH3:25][N:19]1[C:9]2[C:8](=[O:20])[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:16]3[N:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:10]=2[N:17]=[CH:18]1

参加物

7

反応物 5

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 126487KF 17625HCID 178418361HCID 178418361、化合物

生成物 1

HCID 30719594H-Imidazo(4,5-c)(1,8)naphthyridin-4-one, 3,5-dihydro-3-methyl-5-phenyl-収率 72%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 3 0 ml of dimethylformamide was dissolved 0.80 g (3.1 mmol) of Compound 3 obtained in Example 3, and 0.18 g (4.6 mmol) of 60% sodium hydride in oil was added to the solution at room temperature. After evolution of hydrogen ceased, 0.40 ml (6.3 mmol) of methyl iodide was added to the reaction mixture, followed by stirring for 5 hours. Then, 2 ml of a saturated aqueous solution of ammonium chloride was added to the mixture, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel column chromatography (developing solvent: chloroform/methanol=70/1) to obtain crystals. Recrystallization from ethanol-isopropyl ether gave 0.61 g (yield 72%) of Compound 4 as colorless crystals.

後処理

  1. additionwas added to the solution at room temperature
  2. distillationthe solvent was distilled off under reduced pressure
  3. customto obtain crystals
  4. customRecrystallization from ethanol-isopropyl ether

出典と根拠

ORDレコード
ord-a3a45114adf74a33a3f57dffb2d948c8
出典データセット
uspto-grants-1995_11
特許番号
US05468756

反応ノート

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