Imidazole → methylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl ester

HRID 1726052노트

반응식

HRID 1726052 반응식
[CH:1]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([OH:18])[CH:16]=2)[NH:11][N:10]=1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N1C=CN=C1.[CH3:24][P:25](Cl)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:26].O>ClCCl>[CH:1](/[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][P:25]([CH3:24])([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:26])[CH:16]=2)[NH:11][N:10]=1)=[CH:2]\[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

참가 물질

6

반응물 4

HCID 795Imidazole3회HCID 962WaterHCID 21983Methyl(phenyl)phosphinoyl chloride3회HCID 688387233-styryl-1H-indazol-5-ol

생성물 1

HCID 11428770methylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl ester수율 28.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 20 mg of 3-styryl-1H-indazol-5-ol, 5.76 mg of imidazole and 20.7 mg of methylphenylphosphinic chloride in 5 ml of dichloromethane is stirred at ambient temperature. After stirring for approximately one hour, 5.76 mg of imidazole and 20.7 mg of methylphenylphosphinic chloride are added. The suspension is stirred at ambient temperature for approximately 18 hours. 10 mg of imidazole and 70 mg of methylphenylphosphinic chloride are added. After 30 hours at ambient temperature, the reaction medium is treated with 10 ml of distilled water. The aqueous phase is extracted with 2×10 ml of dichloromethane. The organic phase is dried over magnesium sulfate and concentrated under reduced pressure in a rotary evaporator. The reaction crude is purified by preparative LC/MS to obtain 9.1 mg of methylphenylphosphinic acid 3-((E)-styryl)-1H-indazol-5-yl ester.

후처리

  1. stirringThe suspension is stirred at ambient temperature for approximately 18 hours
  2. waitAfter 30 hours at ambient temperature
  3. extractionThe aqueous phase is extracted with 2×10 ml of dichloromethane
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure in a rotary evaporator
  6. customThe reaction crude
  7. customis purified by preparative LC/MS

출처 및 근거

ORD 기록
ord-619dbf0ab4d84c8fac3c44929f522b7f
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07491710B2

반응 노트

불러오는 중…