Water → N-(5-Bromo-pyridin-3-ylmethyl)-propionamide

HRID 1774847노트

반응식

HRID 1774847 반응식
[C:1]([NH2:5])(=[O:4])[CH2:2][CH3:3].[H-].[Na+].[Br:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([CH2:15]Cl)[CH:14]=1.O>CN(C=O)C>[Br:8][C:9]1[CH:14]=[C:13]([CH2:15][NH:5][C:1](=[O:4])[CH2:2][CH3:3])[CH:12]=[N:11][CH:10]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6578PropionamideHCID 24758Sodium hydrideHCID 117012593-Bromo-5-(chloromethyl)pyridine

생성물 1

HCID 86679194N-(5-Bromo-pyridin-3-ylmethyl)-propionamide수율 82%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of propionamide (146 mg, 2.0 mmol) in DMF (10 mL) was added NaH (61 mg, 2.4 mmol) at 0° C. and reaction mixture was stirred for 10 min before the addition of 3-bromo-5-chloromethyl-pyridine (intermediate A-12 [A], 412 mg, 2.0 mmol). The resulting reaction mixture was stirred at room temperature for 1 hour before water was added. Then, the reaction mixture was extracted with EtOAc and combined organic layers were dried by anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was then purified by flash chromatography to give title compound (400 mg, 82%) as a solid.

후처리

  1. customreaction mixture
  2. customThe resulting reaction mixture
  3. additionwas added
  4. extractionThen, the reaction mixture was extracted with EtOAc
  5. dry with materialwere dried by anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was then purified by flash chromatography

출처 및 근거

ORD 기록
ord-6590dc14b5fd4d96afcad238d67eff05
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260408B2

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