Methyl iodide → 5-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinone

HRID 712755

반응식

HRID 712755 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[NH:12][C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[H-].[Na+].[CH3:16]I>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[NH:12][C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[N:12]([CH3:16])[C:11](=[O:13])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1176674955-(5-Bromopyridin-3-YL)pyrrolidin-2-one

생성물 2

HCID 196943295-(5-Bromo-3-pyridinyl)-1-methyl-2-pyrrolidinone수율 146.5%HCID 1176674955-(5-Bromopyridin-3-YL)pyrrolidin-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-(5-Bromo-pyridin-3-yl)-pyrrolidin-2-one is prepared as described in Example 76. To a solution of 5-(5-bromo-pyridin-3-yl)-pyrrolidin-2-one (202 mg, 0.84 mmol) in THF (5.0 mL) is added 60% NaH (50 mg, 1.3 mmol). The mixture is stirred at room temperature for 5 min and methyl iodide (0.078 mL, 1.3 mmol) is then added dropwise. The mixture is stirred at room temperature for 16 h. The mixture is then concentrated and purified by normal phase chromatography to give 157 mg of 5-(5-bromo-pyridin-3-yl)-1-methyl-pyrrolidin-2-one.

후처리

  1. stirringThe mixture is stirred at room temperature for 16 h
  2. concentrationThe mixture is then concentrated
  3. custompurified by normal phase chromatography

출처 및 근거

ORD 기록
ord-0bcae626d45344c9a3cfcdf736f5404d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181272B2

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