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

HRID 1802335노트

반응식

HRID 1802335 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7b815ca95cbe4295815bd8a10047e0b5
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349872B2

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