Acetic Acid → 5-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-2-nitropyridine

HRID 592943노트

반응식

HRID 592943 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH:15]=2)=[CH:6][N:5]=1)([O-:3])=[O:2].C=O.[C:18](O)(=O)C>CO>[CH3:18][N:13]1[CH2:12][CH:11]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[N:5][CH:6]=2)[CH2:15][CH2:14]1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 712FormaldehydeHCID 866844372-Nitro-5-(1,2,3,6-tetrahydropyridin-4-yl)pyridine

생성물 1

HCID 580442465-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-2-nitropyridine수율 78%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 232a (1.2 g, 5.8 mmol) in CH3OH (25 mL) was added HCHO (1 mL, 35 mmol) and acetic acid (1 mL), followed by the addition of NaBHCN3 (1.0 g, 12 mmol). The mixture was stirred at room temperature for 2 h. It was then evaporated under reduced pressure and the residue was purified by reverse-phase Combiflush eluting with 0.3% NH4HCO3 in water/acetonitrile to afford 232b as a yellow solid (1.0 g, 78%). MS-ESI: [M+H]+ 220.

후처리

  1. additionfollowed by the addition of NaBHCN3 (1.0 g, 12 mmol)
  2. customIt was then evaporated under reduced pressure
  3. customthe residue was purified by reverse-phase Combiflush
  4. washeluting with 0.3% NH4HCO3 in water/acetonitrile

출처 및 근거

ORD 기록
ord-2fe6e2b37ea14c05b347f5fdceb98b94
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238655B2

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