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Dichloromethane → N'-acetyl-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine-7-carbohydrazide

HRID 1852999
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HRID 1852999 반응식
[CH3:1][Si:2]([CH3:26])([CH3:25])[CH2:3][CH2:4][O:5][CH2:6][N:7]1[CH:11]=[C:10]([C:12]2[N:17]3[CH:18]=[CH:19][N:20]=[C:16]3[CH:15]=[C:14]([C:21]([NH:23][NH2:24])=[O:22])[N:13]=2)[CH:9]=[N:8]1.C(Cl)Cl.C(N(CC)CC)C.[C:37](Cl)(=[O:39])[CH3:38]>CCOC(C)=O>[C:37]([NH:24][NH:23][C:21]([C:14]1[N:13]=[C:12]([C:10]2[CH:9]=[N:8][N:7]([CH2:6][O:5][CH2:4][CH2:3][Si:2]([CH3:26])([CH3:25])[CH3:1])[CH:11]=2)[N:17]2[CH:18]=[CH:19][N:20]=[C:16]2[CH:15]=1)=[O:22])(=[O:39])[CH3:38]
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HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 674592615-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine-7-carbohydrazide

생성물 1

HCID 67459049N'-acetyl-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine-7-carbohydrazide수율 81.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

In a 20 mL flask, 5-(1-((2-(trimethylsilyl)-ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine-7-carbohydrazide (45.1 mg, 0.121 mmol) was dissolved in DCM (604 μL, 0.121 mmol). After cooling to 0° C., triethylamine (20.2 μL, 0.145 mmol) and acetyl chloride (9.45 μL, 0.133 mmol) were added. The reaction mixture was allowed to warm to ambient temperature for 15 hours. This was then diluted in EtOAc and washed with water and brine. The organic layer was then dried with MgSO4, filtered and concentrated down to afford N′-acetyl-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine-7-carbohydrazide (40.9 mg, 81.5% yield) as a light yellow solid. MS (apci) m/z=416.2 (M+H).

후처리

  1. temperatureto warm to ambient temperature for 15 hours
  2. washwashed with water and brine
  3. dry with materialThe organic layer was then dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated down

출처 및 근거

ORD 기록
ord-88e3cf3a697a4958909b70d115ca9c3d
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962596B2

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