Piperazine → 1-(4-Methoxypyridin-2-yl)piperazine

HRID 270770

反応式

HRID 270770 の反応式
Cl[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CN(C)C=O>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=1

参加物

4

反応物 2

HCID 4837PiperazineHCID 19911282-Chloro-4-methoxypyridine

生成物 1

HCID 226481321-(4-Methoxypyridin-2-yl)piperazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
115 °C

実験手順

To 756 mg (5.29 mmol) of 2-Chloro-4-methoxypyridine and 2.27 g (26 mmol) of piperazine in a pressure flask was added 2.7 mL dimethylformamide, and the mixture was heated at 115° C. for 5 hours. The solution was allowed to cool before opening the flask, and the resulting slurry was partitioned between ethyl acetate and water. The phases were separated, and the aqueous phase was back-extracted once with ethyl acetate. The combined ethyl acetate phases were washed once with brine, dried over Na2SO4, filtered, and the filtrate was acidified with 2M HCl in ether. The product crystallized over night, and the solids were isolated by filtration to yield product as a white solid: 1H NMR (D2O, 400 MHz) 7.72 (d, 1H), 6.61 (d, 1H), 6.48 (s, 1H), 3.88 (s, 3H), 3.79 (m, 4H), 3.36 (m, 4H) ppm.

後処理

  1. temperatureto cool
  2. customthe resulting slurry was partitioned between ethyl acetate and water
  3. customThe phases were separated
  4. extractionthe aqueous phase was back-extracted once with ethyl acetate
  5. washThe combined ethyl acetate phases were washed once with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customThe product crystallized over night
  9. customthe solids were isolated by filtration
  10. customto yield product as a white solid

出典と根拠

ORDレコード
ord-7a4f4982e8e243fb84d125f179c1422b
出典データセット
uspto-grants-2008_11
特許番号
US07449576B1

関連ノート

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