Phosphorus Pentoxide-Methanesulfonic Acid → 5-imidazol-1-yl-1H-indole-2-carboxylic acid ethyl ester

HRID 513848노트

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HRID 513848 반응식
[CH2:1]([O:3][C:4](=[O:19])/[C:5](=[N:7]/[C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[CH:10][CH:9]=1)/[CH3:6])[CH3:2].CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[CH2:1]([O:3][C:4]([C:5]1[NH:7][C:8]2[C:9]([CH:6]=1)=[CH:10][C:11]([N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[CH:12][CH:13]=2)=[O:19])[CH3:2]

참가 물질

4

반응물 2

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidHCID 178471939HCID 178471939, 화합물

생성물 1

HCID 513623175-imidazol-1-yl-1H-indole-2-carboxylic acid ethyl ester

시약·촉매·용매 1

HCID 62657Potassium Phosphate, Tribasic용매

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온도
100 °C

실험 절차

2-[(E)-4-Imidazol-1-yl-phenylimino]-propionic acid ethyl ester (842 mg) was added to an Eaton's reagent (4 ml), and this was stirred at 100° C. for one hour. After adjusting the pH of the reaction mixture to 11 using an aqueous solution (about 10 ml) of 20% potassium phosphate, the mixture was extracted with ethyl acetate (30 ml). The organic layer was washed with an aqueous solution saturated with sodium chloride (20 ml), and the organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (dichloromethane/methanol). Thus, 5-imidazol-1-yl-1H-indole-2-carboxylic acid ethyl ester was obtained as a yellow amorphous material (370 mg, 47%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate (30 ml)
  2. washThe organic layer was washed with an aqueous solution saturated with sodium chloride (20 ml)
  3. concentrationthe organic layer was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-1219e259c6124eacbfe1d9ab78c0ffd1
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102692B2

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