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

HRID 241073노트

반응식

HRID 241073 반응식
[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

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86647826HCID 86647826, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-154cbfcce2f5450fb4e66c8996722d02
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648066B2

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