Methanol → HCID 66678389、化合物

HRID 1261164ノート

反応式

HRID 1261164 の反応式
[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

参加物

6

反応物 5

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

生成物 1

HCID 66678389HCID 66678389、化合物

反応条件

温度
50 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-ece9017a8f164a7597cc97f1e0daf082
出典データセット
uspto-grants-2013_06
特許番号
US08470818B2

反応ノート

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