Hydrochloric Acid → (5,6-Dimethoxypyridin-3-yl)methanamine

HRID 1802335ノート

反応式

HRID 1802335 の反応式
[CH3:1][O:2][C:3]1[C:4]([O:11][CH3:12])=[N:5][CH:6]=[C:7]([CH:10]=1)[C:8]#[N:9].Cl>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]1[CH:10]=[C:7]([CH2:8][NH2:9])[CH:6]=[N:5][C:4]=1[O:11][CH3:12]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 467367595,6-Dimethoxypyridine-3-carbonitrile

生成物 1

HCID 59187381(5,6-Dimethoxypyridin-3-yl)methanamine

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

To a solution of 5,6-dimethoxynicotinonitrile (1-3, 0.600 g, 3.65 mmol, 1.0 equiv) in methanol (20 mL) under a nitrogen atmosphere was added Pearlman's catalyst (0.205 g, 0.292 mmol, 0.08 equiv, 20 weight percent) and concentrated HCl (2.44 mL), and the reaction was place under an atmosphere of hydrogen. After 2 h, the reaction was placed under an atmosphere of nitrogen and filtered through celite to remove the catalyst. The reaction mixture was dissolved in EtOAc, dried over MgSO4 and concentrated to an oily solid (1-4) of high purity. ESI+MS [M+H]+ C8H12N2O2 calc'd 169.1. found 169.1.

後処理

  1. filtrationfiltered through celite
  2. customto remove the catalyst
  3. dissolutionThe reaction mixture was dissolved in EtOAc
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated to an oily solid (1-4) of high purity

出典と根拠

ORDレコード
ord-7b815ca95cbe4295815bd8a10047e0b5
出典データセット
uspto-grants-2013_01
特許番号
US08349872B2

反応ノート

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