Dimethylformamide → 7-phenyl-Imidazo[1,2-a]pyridine-3-carboxaldehyde

HRID 1245487노트

반응식

HRID 1245487 반응식
P(Cl)(Cl)(Cl)=O.[C:6]1([C:12]2[CH:17]=[CH:16][N:15]3[CH:18]=[CH:19][N:20]=[C:14]3[CH:13]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CN(C)[CH:23]=[O:24]>>[C:6]1([C:12]2[CH:17]=[CH:16][N:15]3[C:18]([CH:23]=[O:24])=[CH:19][N:20]=[C:14]3[CH:13]=2)[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychloride3회HCID 130430307-Phenylimidazo[1,2-a]pyridine

생성물 1

HCID 219128397-phenyl-Imidazo[1,2-a]pyridine-3-carboxaldehyde

반응 조건

온도
90 °C

실험 절차

An oven dried flask under N2 was charged with 2 ml of N,N-dimethylformamide and phosphorous oxychloride (0.048 ml, 0.52 mmol) was added dropwise. 7-Phenylimidazo[1,2-a]pyridine (1-4, 0.100 g, 0.515 mmol) was added and the reaction was heated to 90° C. After 4 h additional POCl3 (0.048 ml, 0.52 mmol) was added and the reaction was heated overnight. Another sample of POCl3 (0.048 ml, 0.52 mmol) was added and heating was continued. After 4 h more, the reaction was cooled to ambient temperature. The reaction was quenched with saturated aqueous NaHCO3 and extracted 3× with DCM. The extracts were dried over Na2SO4, filtered and concentrated.

후처리

  1. customAn oven dried flask under N2
  2. additionwas added dropwise
  3. temperaturethe reaction was heated overnight
  4. temperatureheating
  5. temperaturethe reaction was cooled to ambient temperature
  6. customThe reaction was quenched with saturated aqueous NaHCO3
  7. extractionextracted 3× with DCM
  8. dry with materialThe extracts were dried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8cb9c4595bd04bf888c1b149b12054a1
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125888B2

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