Sodium hydride → Ethyl 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 1939267ノート

反応式

HRID 1939267 の反応式
[F:1][C@H:2]1[CH2:4][C@H:3]1[NH:5][CH:6]=[C:7]([C:13](=[O:25])[C:14]1[C:19]([CH3:20])=[C:18]([F:21])[C:17]([F:22])=[C:16]([F:23])[C:15]=1F)[C:8]([O:10][CH2:11][CH3:12])=[O:9].[H-].[Na+]>O1CCOCC1>[F:1][C@H:2]1[CH2:4][C@H:3]1[N:5]1[C:15]2[C:14](=[C:19]([CH3:20])[C:18]([F:21])=[C:17]([F:22])[C:16]=2[F:23])[C:13](=[O:25])[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6]1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 178472045HCID 178472045、化合物

生成物 1

HCID 70250897Ethyl 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate収率 96.6%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

In 10 ml of anhydrous dioxane was dissolved 1.15 g of ethyl 3-[(1R,2S)-2-fluorocyclopropylamino]-2-(2,3,4,5-tetrafluoro-6-methylbenzoyl)acrylate, and 190 mg of 60% sodium hydride in oil was added thereto, followed by stirring at room temperature for 30 minutes. The dioxane was concentrated to about half the volume, and the concentrate was added to 25 ml of 1N hydrochloric acid under cooling with ice. The crystals precipitated were collected by filtration, washed with diethyl ether, and dried to yield 1.05 g of the titled compound as a yellow crystal.

後処理

  1. additionwas added
  2. concentrationThe dioxane was concentrated to about half the volume
  3. additionthe concentrate was added to 25 ml of 1N hydrochloric acid
  4. temperatureunder cooling with ice
  5. customThe crystals precipitated
  6. filtrationwere collected by filtration
  7. washwashed with diethyl ether
  8. customdried

出典と根拠

ORDレコード
ord-8947a4fde6144b0d89174b01dfd75f79
出典データセット
uspto-grants-1997_12
特許番号
US05696132

反応ノート

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