Stannous chloride dihydrate → N-(7-amino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl)propionamide

HRID 870369

반응식

HRID 870369 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[O:13][CH2:12][CH:11]([NH:14][C:15](=[O:18])[CH2:16][CH3:17])[CH2:10][C:7]2=[N:8][CH:9]=1)([O-])=O.O.O.Cl[Sn]Cl>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]2[O:13][CH2:12][CH:11]([NH:14][C:15](=[O:18])[CH2:16][CH3:17])[CH2:10][C:7]2=[N:8][CH:9]=1

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 68911953N-(3,4-Dihydro-7-nitro-2H-pyrano[3,2-b]pyridin-3-yl)propionamide

생성물 1

HCID 68912527N-(7-amino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl)propionamide수율 100.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

N-(3,4-Dihydro-7-nitro-2H-pyrano[3,2-b]pyridin-3-yl)propionamide (445 mg, 1.76 mmol) was dissolved in ethanol (80 ml) and SnCl2.2H2O (2 g, 8.82 mmol) was added. The resulting mixture was refluxed for 8 h and then the solvent was removed under vacuum. The raw material was dissolved in ethyl acetate and washed successively with 2 N aqueous NaOH (2×) and water. The organic layer was dried (Na2SO4), filtered through a pad of celite and evaporated to afford the crude N-(7-amino-3,4-dihydro-2H-pyrano[3,2-b]pyridin-3-yl)-propionamide (390 mg, 99%) as a pale yellow powder.

후처리

  1. temperatureThe resulting mixture was refluxed for 8 h
  2. customthe solvent was removed under vacuum
  3. dissolutionThe raw material was dissolved in ethyl acetate
  4. washwashed successively with 2 N aqueous NaOH (2×) and water
  5. dry with materialThe organic layer was dried (Na2SO4)
  6. filtrationfiltered through a pad of celite
  7. customevaporated

출처 및 근거

ORD 기록
ord-03d4760ab913497f848a43a828e4fc21
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969552B2

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