Acetic Acid → 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

HRID 1939268노트

반응식

HRID 1939268 반응식
[F:1][C@H:2]1[CH2:4][C@H:3]1[N:5]1[C:14]2[C:9](=[C:10]([CH3:18])[C:11]([F:17])=[C:12]([F:16])[C:13]=2[F:15])[C:8](=[O:19])[C:7]([C:20]([O:22]CC)=[O:21])=[CH:6]1.Cl.C(O)(=O)C>O>[F:1][C@H:2]1[CH2:4][C@H:3]1[N:5]1[C:14]2[C:9](=[C:10]([CH3:18])[C:11]([F:17])=[C:12]([F:16])[C:13]=2[F:15])[C:8](=[O:19])[C:7]([C:20]([OH:22])=[O:21])=[CH:6]1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 70250897Ethyl 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

생성물 1

HCID 228799641-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid수율 104.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1.00 g of ethyl 1-[-(1R,2S)-2-fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate, 10 ml of concentrated hydrochloric acid, and 20 ml of acetic acid was heated under reflux for 1 hour and, after allowing to cool, water was added thereto. The precipitated crystals were collected by filtration, washed with water and ethanol, and dried to yield 960 mg of the titled compound as a pale yellow powderous crystal, which was then recrystallized from a mixed solvent of ethanol and chloroform.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. temperatureto cool
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with water and ethanol
  6. customdried

출처 및 근거

ORD 기록
ord-d8d0b97759ca4560a5e41968db5fa48c
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05696132

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