Pyridine → methyl 6-fluoro-2-oxo-2,3-dihydro-1H-indole-5-carboxylate

HRID 1094019노트

반응식

HRID 1094019 반응식
ClCC([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[F:14])[NH:10][C:9](=[O:15])[CH2:8]2)=O.N1C=CC=C[CH:17]=1.[C:22](=[O:25])([O-])[O-:23].[K+].[K+].Cl.O1CCOCC1>>[F:14][C:13]1[CH:12]=[C:11]2[C:7]([CH2:8][C:9](=[O:15])[NH:10]2)=[CH:6][C:5]=1[C:22]([O:23][CH3:17])=[O:25]

참가 물질

5

반응물 4

HCID 1049PyridineHCID 11430Potassium CarbonateHCID 106093595-(2-Chloroacetyl)-6-fluoroindolin-2-oneHCID 204431481,4-Dioxane hydrochloride

생성물 1

HCID 66636241methyl 6-fluoro-2-oxo-2,3-dihydro-1H-indole-5-carboxylate

실험 절차

A solution of the compound obtained in Step A (3.24 mmoles) in pyridine (99 mmol) is stirred at 90° C. for 2 hours. The reaction mixture is cooled to ambient temperature and then filtered. The solid obtained is washed with ethanol and dried in vacuo at 50° C. The compound is dissolved in MeOH (80 mL), and 0.434 mmol of potassium carbonate is added. The mixture is stirred at 80° C. for 5 hours. After cooling to ambient temperature, 4M HCl/dioxane solution is added (pH 3) and the mixture is evaporated to dryness. The residue obtained is triturated in water, filtered, washed with water and then dried in vacuo at 50° C. to yield the title product.

후처리

  1. filtrationfiltered
  2. customThe solid obtained
  3. washis washed with ethanol
  4. customdried in vacuo at 50° C
  5. dissolutionThe compound is dissolved in MeOH (80 mL)
  6. temperatureAfter cooling to ambient temperature
  7. customthe mixture is evaporated to dryness
  8. customThe residue obtained
  9. customis triturated in water
  10. filtrationfiltered
  11. washwashed with water
  12. customdried in vacuo at 50° C.

출처 및 근거

ORD 기록
ord-be6bc99c71784e91b8441cddd25d1798
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133889B2

반응 노트

불러오는 중…