Methyl iodide → HCID 87619625, 화합물

HRID 2111419노트

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HRID 2111419 반응식
[CH2:1]([N:4]1[CH2:10][CH:9]([CH3:11])[C:8](=[O:12])[NH:7][C:6]2[CH:13]=[N:14][C:15]([Cl:17])=[N:16][C:5]1=2)[CH:2]=[CH2:3].I[CH3:19].[H-].[Na+]>CN(C)C=O>[CH2:1]([N:4]1[CH2:10][CH:9]([CH3:11])[C:8](=[O:12])[N:7]([CH3:19])[C:6]2[CH:13]=[N:14][C:15]([Cl:17])=[N:16][C:5]1=2)[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 87619072HCID 87619072, 화합물

생성물 1

HCID 87619625HCID 87619625, 화합물수율 100.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 1.37 g (0.00542 mole) of (rac)-9-allyl-2-chloro-7-methyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-65), 0.51 mL (0.00813 mole) of iodomethane and 15 mL of N,N-dimethyl-formamide at 0 degrees, was added 0.33 g (0.00813 mole) of 60% oil dispersion of sodium hydride. The mixture was stirred at 0 degrees for 2 hours and then partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed successively with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with hexanes-ethyl acetate (100:0-60:40) to give 1.45 g of (rac)-9-allyl-2-chloro-5,7-dimethyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-65). HRMS (ES+) m/z Calcd for C12H15CIN4O+H [(M+H)+]: 267.1007. Found: 267.1007.

후처리

  1. custompartitioned between ethyl acetate and water
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. washThe combined organic phases were washed successively with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography
  8. washeluting with hexanes-ethyl acetate (100:0-60:40)

출처 및 근거

ORD 기록
ord-4a9088b1f4a845589c02df7f160d3167
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517873B2

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