Methyl iodide → 2-(N-BOC-N-methylamino)-5-bromopyridine

HRID 391098ノート

反応式

HRID 391098 の反応式
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][N:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[H-].[Na+].I[CH3:19]>C1COCC1>[C:4]([O:3][C:1](=[O:2])[N:8]([C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][N:10]=1)[CH3:19])([CH3:7])([CH3:6])[CH3:5]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 162178432-(Boc-amino)-5-bromopyridine

生成物 1

HCID 111969422-(N-BOC-N-methylamino)-5-bromopyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(BOC-amino)-5-bromopyridine (3.06 g) in THF (50 mL) was added sodium hydride (538 mg) and the reaction stirred at room temperature for 20 min. Then, iodomethane (0.84 mL) was added and the reaction stirred at room temperature for 16 h. The reaction was quenched with water (30 mL) and extracted into dichloromethane (3×30 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give (5-bromo-pyridin-2-yl)-methyl-carbamic acid tert-butyl ester as an oil.

後処理

  1. stirringthe reaction stirred at room temperature for 16 h
  2. customThe reaction was quenched with water (30 mL)
  3. extractionextracted into dichloromethane (3×30 mL)
  4. dry with materialThe organic layers were dried (MgSO4)

出典と根拠

ORDレコード
ord-066a9c00441346abb9f849f80864cf79
出典データセット
uspto-grants-2013_02
特許番号
US08383620B2

反応ノート

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