Methanol → HCID 66678389, 화합물

HRID 1261164노트

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HRID 1261164 반응식
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][C:13]=1[O:20][CH2:21][C:22]([F:25])([F:24])[F:23].[OH-:26].[K+].O.[CH3:29]O>>[CH3:29][O:26][C:3]1[C:4]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:1]([CH3:2])[C:16]=1[C:15]1[CH:18]=[CH:19][C:12]([O:11][CH3:10])=[C:13]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])[CH:14]=1

참가 물질

6

반응물 5

HCID 887MethanolHCID 962WaterHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 14797Potassium HydroxideHCID 126475004-Methoxy-3-(2,2,2-trifluoroethoxy)benzaldehyde

생성물 1

HCID 66678389HCID 66678389, 화합물

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온도
50 °C

실험 절차

1H-Pyrrolo[2,3-b]pyridine (0.2 g, 1.8 mmol), 4-methoxy-3-(2,2,2-trifluoro-ethoxy)-benzaldehyde (562, 0.4 g, 1.9 mmol) and potassium hydroxide (0.5 g, 9.6 mmol) were combined in methanol (20 mL). The reaction was heated to 50° C. under an atmosphere of nitrogen and stirred for two days. The reaction was poured into water, extracted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The compound was isolated by silica gel column chromatography eluting with 40% to 75% ethyl acetate in hexanes to give orange oil (563, 0.2 g, 31%). MS (ESI) [M+H+]+=367.2 [M−H+]−=365.1.

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe compound was isolated by silica gel column chromatography
  7. washeluting with 40% to 75% ethyl acetate in hexanes
  8. customto give orange oil (563, 0.2 g, 31%)

출처 및 근거

ORD 기록
ord-ece9017a8f164a7597cc97f1e0daf082
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08470818B2

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