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

HRID 592943ノート

反応式

HRID 592943 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2fe6e2b37ea14c05b347f5fdceb98b94
出典データセット
uspto-grants-2016_01
特許番号
US09238655B2

反応ノート

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