Dimethylformamide → HCID 54112325, 화합물

HRID 1678134노트

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HRID 1678134 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][N:7](C)[CH:8]=[O:9].[C:11]1([N:17]2[C:21]3=[N:22][CH:23]=[CH:24][CH:25]=[C:20]3[CH2:19][C:18]2=O)C=CC=CC=1.[OH-].[NH4+]>O.ClCCl.N1C=CC=CC=1>[CH3:11][N:17]([CH:18]=[C:19]1[C:20]2[C:6](=[N:22][CH:23]=[CH:24][CH:25]=2)[NH:7][C:8]1=[O:9])[CH3:21]

참가 물질

8

반응물 4

HCID 6228DimethylformamideHCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 149872061-Phenyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

생성물 1

HCID 54112325HCID 54112325, 화합물수율 47.9%

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 6344Dichloromethane용매2회

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온도
2.5 °C

실험 절차

Phosphorous oxychloride (693 μL, 7.47 mmol) is added slowly to a stirred solution of dimethylformamide (714 μL) and dichloromethane (714 μL) cooled to 0-5° C. After 10 min, a solution of the above 1-phenyl-1,3-dihydropyrrolo[2,3-b]pyridin-2-one (350 mg, 1.66 mmol), pyridine (357 μL) and dichloromethane (1.43 mL) is added and the reaction is stirred at room temperature for 24 hr. The reaction mixture is poured into water, the pH adjusted to 8 with ammonium hydroxide and extracted with dichloromethane (2×). The combined extract is dried, filtered and concentrated. The residue is purified by chromatography eluting with dichlormethane-2% methanol. Product containing fractions are combined and concentrated to afford 3-dimethylaminomethylene-1,3-dihydropyrrolo[2,3-b]pyridin-2-one (211 mg, 47.9% yield).

후처리

  1. extractionextracted with dichloromethane (2×)
  2. extractionThe combined extract
  3. customis dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is purified by chromatography
  7. washeluting with dichlormethane-2% methanol
  8. additionProduct containing fractions
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-df616151b4a6439eb20dc84a62eb1dc7
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008491B2

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