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Ethyl bromopyruvate → Ethyl 7-bromoimidazo(1,2-a)pyridine-2-carboxylate

HRID 1943994
ノート
印刷プレビュー

反応式

HRID 1943994 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][N:3]=1.Br[CH2:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(#N)C>[Br:8][C:6]1[CH:5]=[CH:4][N:3]2[CH:10]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:1]=[C:2]2[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 6932822-Amino-4-bromopyridine

生成物 1

HCID 51063904Ethyl 7-bromoimidazo(1,2-a)pyridine-2-carboxylate収率 56.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

0.6 g (3.47 mmol) of 2-amino-4-bromopyridine, 1.55 g (7.15 mmol) of ethyl bromopyruvate and 4 mL of acetonitrile are placed in a 20 mL screw-topped tube equipped with a magnetic bar. The top is then screwed on and the tube is stirred at room temperature for 1 hour, and then heated at 150° C. with stirring for 30 minutes. After this time and cooling to room temperature, the precipitate obtained is filtered off, rinsed with acetonitrile and dried. The filtrate is concentrated to dryness and then purified by chromatography on a column of silica gel, eluting with a mixture of dichloromethane and methanol. The solid obtained after evaporating off the solvent is dried under reduced pressure. 530 mg of the expected product are obtained in total.

後処理

  1. customequipped with a magnetic bar
  2. temperatureheated at 150° C.
  3. stirringwith stirring for 30 minutes
  4. temperatureAfter this time and cooling to room temperature
  5. customthe precipitate obtained
  6. filtrationis filtered off
  7. washrinsed with acetonitrile
  8. customdried
  9. concentrationThe filtrate is concentrated to dryness
  10. custompurified by chromatography on a column of silica gel
  11. washeluting with a mixture of dichloromethane and methanol
  12. customThe solid obtained
  13. customafter evaporating off the solvent
  14. customis dried under reduced pressure

出典と根拠

ORDレコード
ord-18d80901c6aa4b5bb4355b2d209e8ecc
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08394820B2

反応ノート

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