Methyl iodide → 4-Amino-2-(2-fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one

HRID 1478824노트

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HRID 1478824 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[O:13])[CH:11]=[C:10]([CH3:14])[N:9]1[CH3:15].FC1C=CC=CC=1[N:23]1C(=O)C=C(C)N1.IC.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[NH2:23][C:11]1[C:12](=[O:13])[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[N:9]([CH3:15])[C:10]=1[CH3:14]

참가 물질

6

반응물 4

HCID 6328Methyl iodide2회HCID 11430Potassium CarbonateHCID 660216772-(2-Fluorophenyl)-5-methyl-2,3-dihydro-1H-pyrazol-3-oneHCID 686785242-(2-Fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one

생성물 1

HCID 431636614-Amino-2-(2-fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
65 °C

실험 절차

2-(2-Fluorophenyl)-1,5-dimethyl-1H-pyrazol-3(2H)-one To a solution of 2-(2-fluorophenyl)-5-methyl-1H-pyrazol-3(2H)-one (500 g, 2602 mmol) in THF (2500 ml) heated to 58° C. was added iodomethane (163 ml) dropwise over 15 mins and the mixture was stirred at 65° C. for 30 mins. K2CO3 (198 g) was added over 20 mins and stirred for 16 hrs. Further iodomethane (16.3 ml) was added and stirring continued for 1 hr. The resulting mixture was cooled to 0° C., filtered and washed with THF (50 ml). The filtrate was evaporated to dryness and purified by column chromatography, eluting with EtOAc/Heptane to give the title compound as a red solid.

후처리

  1. stirringstirred for 16 hrs
  2. stirringstirring
  3. waitcontinued for 1 hr
  4. temperatureThe resulting mixture was cooled to 0° C.
  5. filtrationfiltered
  6. washwashed with THF (50 ml)
  7. customThe filtrate was evaporated to dryness
  8. custompurified by column chromatography
  9. washeluting with EtOAc/Heptane

출처 및 근거

ORD 기록
ord-b001874160e04ab09e881f8b5dec3c80
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403833B2

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