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

HRID 79415

반응식

HRID 79415 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-adaaded92f22460997bcf9986839f158
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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