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Hexamethyldisilazane → Ethyl 1-cyclopentyl-2,5-dimethyl-1H-imidazole-4-carboxylate

HRID 75496
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HRID 75496 반응식
S([O-])([O-])(=O)=O.[NH4+].[NH4+].[C:8]([NH:11]/[C:12](=[C:18](/[NH:20][CH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)\[CH3:19])/[C:13]([O:15][CH2:16][CH3:17])=[O:14])(=O)[CH3:9].C[Si](C)(C)N[Si](C)(C)C>>[CH:21]1([N:20]2[C:18]([CH3:19])=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:11]=[C:8]2[CH3:9])[CH2:25][CH2:24][CH2:23][CH2:22]1
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참가 물질

4

반응물 3

HCID 13838HexamethyldisilazaneHCID 6097028Ammonium SulfateHCID 54579442(E)-Ethyl 2-acetamido-3-(cyclopentylamino)but-2-enoate2회

생성물 1

HCID 54579443Ethyl 1-cyclopentyl-2,5-dimethyl-1H-imidazole-4-carboxylate수율 71.7%

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온도
150 °C

실험 절차

Ammonium sulfate (100 mg) was added to a solution of (E)-ethyl 2-acetamido-3-(cyclopentylamino)but-2-enoate (compound 18, 1.5 g, 5.9 mmol) and hexamethyldisilazane (15 mL) and refluxed overnight at 150° C. The reaction mixture was evaporated and extracted with EA and water. The organic layer was evaporated and the residue was purified with 20% methanol in CH2Cl2 to produce as a light brown solid (1.0 g, 71.4% yield).

후처리

  1. customThe reaction mixture was evaporated
  2. extractionextracted with EA and water
  3. customThe organic layer was evaporated
  4. customthe residue was purified with 20% methanol in CH2Cl2

출처 및 근거

ORD 기록
ord-d60c4c69e8b14d838b11d92221ff0a9b
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08835436B2

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