Pyrrolidine → 3-Methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridine

HRID 506506ノート

反応式

HRID 506506 の反応式
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([N+:10]([O-:12])=[O:11])=[CH:4][N:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>CN(C)C=O>[CH3:9][O:8][C:7]1[C:2]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[N:3][CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=1

参加物

4

反応物 2

HCID 31268PyrrolidineHCID 234561522-Chloro-3-methoxy-5-nitropyridine

生成物 1

HCID 574315163-Methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridine収率 97.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 3 g (15.91 mmol) of 2-chloro-3-methoxy-5-nitropyridine and 2 ml (23.86 mmol) of pyrrolidine in 30 ml of dimethylformamide is heated at 100° C. for 4 hours. The reaction mixture is subsequently concentrated under reduced pressure and then taken up in 100 ml of water and extracted three times with 100 ml of ethyl acetate. The organic phases are combined, then washed twice with 50 ml of water then once with 50 ml of a saturated sodium chloride solution, dried over sodium sulfate and then concentrated under reduced pressure. 3.47 g of the expected compound are thus isolated in the form of an orangey powder.

後処理

  1. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  2. extractionextracted three times with 100 ml of ethyl acetate
  3. washwashed twice with 50 ml of water
  4. dry with materialonce with 50 ml of a saturated sodium chloride solution, dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-bd838836a6014061ab81a8e94dc27ee5
出典データセット
uspto-grants-2010_08
特許番号
US07786104B2

反応ノート

読み込み中…