Methyl iodide → Methyl 2-(3-chlorobenzyl)-3-methyl-4-oxo-3,4-dihydro-quinazoline-7-carboxylate

HRID 422039

反応式

HRID 422039 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[CH2:5][C:6]1[NH:15][C:14](=[O:16])[C:13]2[C:8](=[CH:9][C:10]([C:17]([O:19][CH3:20])=[O:18])=[CH:11][CH:12]=2)[N:7]=1.[C:24](=O)([O-])[O-].[K+].[K+].CI>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[CH2:5][C:6]1[N:15]([CH3:24])[C:14](=[O:16])[C:13]2[C:8](=[CH:9][C:10]([C:17]([O:19][CH3:20])=[O:18])=[CH:11][CH:12]=2)[N:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodide2 回HCID 11430Potassium CarbonateHCID 136330125Methyl 2-(3-chlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate

生成物 1

HCID 66677286Methyl 2-(3-chlorobenzyl)-3-methyl-4-oxo-3,4-dihydro-quinazoline-7-carboxylate収率 80.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 160 mg of methyl 2-(3-chlorobenzyl)-4-oxo-3,4-dihydroquinazoline-7-carboxylate which was synthesized in Production Example 1, 65 mg of potassium carbonate, 20 mL of acetonitrile and 67 mg of methyl iodide was heated for 2 hours under reflux. Further 20 mg of methyl iodide was added, followed by another hour's heating under reflux. The reaction mixture was allowed to cool off, and then concentrated under reduced pressure, 10 mL of water was added thereto, and extracted with 60 mL of ethyl acetate. The organic layer was washed with 10 mL of saturated saline solution, dried over magnesium sulfate, concentrated under reduced pressure, and the residue was purified on silica gel chromatography (hexane:ethyl acetate=2:1) to provide 130 mg of the title compound.

後処理

  1. temperaturewas heated for 2 hours
  2. temperatureunder reflux
  3. temperatureheating
  4. temperatureunder reflux
  5. temperatureto cool off
  6. concentrationconcentrated under reduced pressure, 10 mL of water
  7. additionwas added
  8. extractionextracted with 60 mL of ethyl acetate
  9. washThe organic layer was washed with 10 mL of saturated saline solution
  10. dry with materialdried over magnesium sulfate
  11. concentrationconcentrated under reduced pressure
  12. customthe residue was purified on silica gel chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-3c2c53727c53429db6320b957d7f0cfd
出典データセット
uspto-grants-2012_01
特許番号
US08101624B2

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