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

HRID 869877노트

반응식

HRID 869877 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 591659856-Chloro-5-ethylpyridin-2-amine수율 86.1%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-87b25ce440f242688a3d593b421b0bad
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969386B2

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