Sodium Hydroxide → 6-Chloro-5-ethylpyridin-2-amine

HRID 2420871ノート

反応式

HRID 2420871 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH:8]C(=O)C(C)(C)C)[CH:5]=[CH:4][C:3]=1[CH2:15][CH3:16].[OH-].[Na+]>Cl>[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:15][CH3:16]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59272532N-(6-chloro-5-ethylpyridin-2-yl)pivalamide

生成物 1

HCID 591659856-Chloro-5-ethylpyridin-2-amine収率 86.1%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A suspension of N-(6-chloro-5-ethylpyridin-2-yl)pivalamide (1.16 g, 4.82 mmol) in 6N HCl (20 mL) was heated at reflux overnight. The reaction mixture was cooled to room temperature and was treated with aqueous NaOH to pH 8. The aqueous layer was extracted with EtOAc. The organic layer was dried over MgSO4 and the solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel (5% EtOAc in petroleum ether) to afford 6-chloro-5-ethylpyridin-2-amine (650 mg, 86%). 1H NMR (CDCl3, 400 MHz) δ 7.35 (d, J=8.4, 1H), 6.45 (d, J=8.4, 1H), 2.61 (q, J=7.6, 2H), 1.18 (t, J=7.6, 3H).

後処理

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. extractionThe aqueous layer was extracted with EtOAc
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe solvent was evaporated in vacuo
  6. customThe residue was purified by chromatography on silica gel (5% EtOAc in petroleum ether)

出典と根拠

ORDレコード
ord-593cda4d3fb649128807ac01903c631f
出典データセット
uspto-grants-2011_06
特許番号
US07956052B2

反応ノート

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