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

HRID 712755

反応式

HRID 712755 の反応式
[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

参加物

6

反応物 3

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

生成物 2

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0bcae626d45344c9a3cfcdf736f5404d
出典データセット
uspto-grants-2015_11
特許番号
US09181272B2

関連ノート

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