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

HRID 1094019ノート

反応式

HRID 1094019 の反応式
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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-be6bc99c71784e91b8441cddd25d1798
出典データセット
uspto-grants-2012_03
特許番号
US08133889B2

反応ノート

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