Dimethylformamide → 5-methoxy-1H-pyrrolo(2,3-c)pyridine

HRID 1071984

반응식

HRID 1071984 반응식
[CH3:1][O:2][CH:3](OC)[N:4]([CH3:6])C.[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.[CH3:14]N(C)C=O>[Pd]>[CH3:1][O:2][C:3]1[CH:14]=[C:11]2[CH:12]=[CH:13][NH:9][C:10]2=[CH:6][N:4]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 31268PyrrolidineHCID 78373Dimethylformamide dimethyl acetal

생성물 1

HCID 6410925-methoxy-1H-pyrrolo(2,3-c)pyridine

시약·촉매·용매 1

HCID 23938Palladium촉매

반응 조건

온도
100 °C

실험 절차

10.76 g of N,N-dimethylformamide dimethyl acetal and 2.45 ml of pyrrolidine are added, in succession, to a solution of 5 g of the product obtained in Step 1 in 60 ml of dimethylformamide. The mixture obtained is first heated at 100° C. for 8 hours and then at 150° C. for 1 hour. Concentration is carried out under a vacuum of 10−1 mbar and the residue is taken up in 150 ml of tetrahydrofuran. The solution obtained is hydrogenated under a pressure of 10 bars for 4 hours in the presence of 10% Pd/C. After filtration and concentration, the residue is chromatographed over silica (eluant CH2Cl2/EtOH: 95/5) to yield the expected product.

후처리

  1. customThe mixture obtained
  2. concentrationConcentration
  3. customThe solution obtained
  4. filtrationAfter filtration and concentration
  5. customthe residue is chromatographed over silica (eluant CH2Cl2/EtOH: 95/5)

출처 및 근거

ORD 기록
ord-97fa9183a2d24730a294523322198ffc
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06908922B2

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