4-[(4-fluorophenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acid → HCID 12985694, 화합물

HRID 2119616

반응식

HRID 2119616 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:10]=[N:11][N:12]([CH3:17])[C:13]=2[C:14]([OH:16])=O)=[CH:4][CH:3]=1>P(Cl)(Cl)(Cl)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:8][C:9]3[CH:10]=[N:11][N:12]([CH3:17])[C:13]=3[C:14](=[O:16])[C:6]=2[CH:7]=1

참가 물질

3

반응물 1

HCID 129856934-[(4-fluorophenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acid

생성물 1

HCID 12985694HCID 12985694, 화합물수율 38%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

실험 절차

A suspension of 4-[(4-fluorophenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acid (EXAMPLE 1, step 1, 280 mg, 1.19 mmol) in phosphorus oxychloride (6 ml) was refluxed for 3 h. After cooling to room temperature, the mixture was concentrated and dried in vacuo. The residue was dissolved in 50% aqueous acetic acid (6 ml) and refluxed for 8 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (200 ml), washed with saturated aqueous sodium bicarbonate (100 ml) and dried over magnesium sulfate. Removal of solvent and recrystallization from ethyl acetate gave 98 mg (38%) of the title compound as a solid.

후처리

  1. temperaturewas refluxed for 3 h
  2. concentrationthe mixture was concentrated
  3. customdried in vacuo
  4. dissolutionThe residue was dissolved in 50% aqueous acetic acid (6 ml)
  5. temperaturerefluxed for 8 h
  6. temperatureAfter cooling to room temperature
  7. additionthe mixture was diluted with ethyl acetate (200 ml)
  8. washwashed with saturated aqueous sodium bicarbonate (100 ml)
  9. dry with materialdried over magnesium sulfate
  10. customRemoval of solvent and recrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-62a4b5f19fdf44ce848d22e826021974
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06686373B2

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