Piperidine → 3-Nitro-4-piperidin-1-ylpyridine

HRID 69827

反応式

HRID 69827 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C(O)C>[N+:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([O-:10])=[O:9]

参加物

4

反応物 2

HCID 8082PiperidineHCID 27357814-Chloro-3-nitropyridine

生成物 1

HCID 35076693-Nitro-4-piperidin-1-ylpyridine収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 4-chloro-3-nitropyridine (1.0 equiv.) and piperidine (2.0 equiv.) in ethanol, at a concentration of 0.5 M, was stirred at rt for 48 hours at which time the ethanol was removed in vacuo. The residue was partitioned between EtOAc (300 mL) and Na2CO3(sat) (75 mL), was washed further with H2O (50 mL), NaCl(sat.) (50 mL), was dried over MgSO4, was filtered and the volatiles were removed in vacuo yielding 3-nitro-4-(piperidin-1-yl)pyridine (95%). LCMS (m/z): 207.7 (MH+); LC Rt=1.60 min. 1H NMR (CDCl3): δ 8.80 (s, 1H), 8.31 (d, J=5.7, 1H), 6.84 (d, J=6.3, 1H), 3.18-3.21 (m, 4H), 1.64-1.78 (m, 6H).

後処理

  1. customwas removed in vacuo
  2. customThe residue was partitioned between EtOAc (300 mL) and Na2CO3(sat) (75 mL)
  3. washwas washed further with H2O (50 mL), NaCl(sat.) (50 mL)
  4. dry with materialwas dried over MgSO4
  5. filtrationwas filtered
  6. customthe volatiles were removed in vacuo

出典と根拠

ORDレコード
ord-abee4ba2c18f413e9380fa98234b3b93
出典データセット
uspto-grants-2014_09
特許番号
US08822497B2

関連ノート

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