Ethyl (chloroformyl)acetate → Ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate

HRID 79415

反応式

HRID 79415 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][N:3]=1.Cl[CH:11]([CH:17]=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C>[C:8]([C:5]1[CH:6]=[CH:7][C:2]2[N:3]([C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:17][N:1]=2)[CH:4]=1)#[N:9]

参加物

4

反応物 2

HCID 118030Ethyl (chloroformyl)acetateHCID 8182602-Amino-5-cyanopyridine

生成物 1

HCID 67259960Ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Amino-5-cyanopyridine (15.5 g, 152 mmol) was dissolved in ethanol (500 mL) in 2 L round bottom flask. Ethyl 2-chloro-3-oxopropanoate (5% in benzene; 730 mL; Commercial solution from Toronto Research Chemicals Inc.) was added and the mixture was heated at reflux for 10 hours. The mixture was concentrated under reduced pressure and the residue was purified by silica-gel chromatography to give ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate as a pale yellow solid (13.9 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 10 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica-gel chromatography

出典と根拠

ORDレコード
ord-adaaded92f22460997bcf9986839f158
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

関連ノート

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