Methyl iodide → 4-Chloro-7-(methoxymethyl)-5,6,7,8-tetrahydroquinazoline

HRID 241073ノート

反応式

HRID 241073 の反応式
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([CH2:12][OH:13])[CH2:7][C:6]=2[N:5]=[CH:4][N:3]=1.[C:14](=O)([O-])[O-].[K+].[K+].IC>C1COCC1>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH:8]([CH2:12][O:13][CH3:14])[CH2:7][C:6]=2[N:5]=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86647826HCID 86647826、化合物

生成物 1

HCID 866478304-Chloro-7-(methoxymethyl)-5,6,7,8-tetrahydroquinazoline収率 35.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a slurry of (4-chloro-5,6,7,8-tetrahydroquinazolin-7-yl)methanol (reagent preparation 42, 0.80 g, 0.40 mmol), potassium carbonate (0.11 g, 0.81 mmol) and THF (15 mL) was added iodomethane (0.09 mL, 0.60 mmol). The reaction mixture was stirred for 18 hours and then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by silica gel chromatography provided 4-chloro-7-(methoxymethyl)-5,6,7,8-tetrahydroquinazoline (0.03 g, 35% yield) as a waxy solid. MS (ES) for C10H13ClN2O: 213 (MH+).

後処理

  1. custompartitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by silica gel chromatography

出典と根拠

ORDレコード
ord-154cbfcce2f5450fb4e66c8996722d02
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

反応ノート

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