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Methyl iodide → HCID 58243374, 화합물

HRID 2361688
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HRID 2361688 반응식
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([NH:8][CH:9]2[CH2:12][N:11]([C:13]([N:15]3[CH2:21][CH2:20][CH2:19][N:18]([CH:22]4[CH2:25][CH2:24][CH2:23]4)[CH2:17][CH2:16]3)=[O:14])[CH2:10]2)=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:30]I>C1COCC1>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([N:8]([CH:9]2[CH2:12][N:11]([C:13]([N:15]3[CH2:21][CH2:20][CH2:19][N:18]([CH:22]4[CH2:23][CH2:24][CH2:25]4)[CH2:17][CH2:16]3)=[O:14])[CH2:10]2)[CH3:30])=[O:7])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 58243412HCID 58243412, 화합물

생성물 1

HCID 58243374HCID 58243374, 화합물수율 949.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-chloro-N-{1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-yl}benzamide (15 mg, 38 μmol) in THF (2 ml) was added NaH (3 mg of a 60% dispersion in mineral oil, 76 μmol). The reaction was stirred at room temperature for 30 minutes and then MeI (2.6 μmol, 46 μmol) was added. The reaction was heated in a sealed tube at 50° C. for 3 hours and then concentrated at reduced pressure, diluted with dichloromethane (30 ml), washed twice with saturated NaHCO3 (15 ml), dried (MgSO4), filtered and concentrated at reduced pressure. The residue was purified by FCC (DCM/MeOH/NH3 with gradient, 95:5:1 to 90:10:1) to provide the title compound as colourless oil (10 mg, 66%).

후처리

  1. temperatureThe reaction was heated in a sealed tube at 50° C. for 3 hours
  2. concentrationconcentrated at reduced pressure
  3. additiondiluted with dichloromethane (30 ml)
  4. washwashed twice with saturated NaHCO3 (15 ml)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated at reduced pressure
  8. customThe residue was purified by FCC (DCM/MeOH/NH3 with gradient, 95:5:1 to 90:10:1)

출처 및 근거

ORD 기록
ord-f6c83cf6ed764e9db9df687658f6752f
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691804B2

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