Water → 4-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamide

HRID 351872ノート

反応式

HRID 351872 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[N:20]([CH2:23][C@H:24]1[O:28][C:27](=[O:29])[N:26]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([NH2:38])=[O:37])=[C:32]([F:39])[CH:31]=2)[CH2:25]1)=[N+]=[N-].O>C1COCC1>[NH2:20][CH2:23][C@@H:24]1[O:28][C:27](=[O:29])[N:26]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([NH2:38])=[O:37])=[C:32]([F:39])[CH:31]=2)[CH2:25]1

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 229662085-(S)-Azidomethyl-3-[4'-aminocarbonyl-3'-fluorophenyl]oxazolidine-2-one

生成物 1

HCID 229661984-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamide収率 69%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

Triphenylphosphine (2.9 g, 11.0 mmol) was added portionwise to a solution of 5-(S)-azidomethyl-3-[4′-aminocarbonyl-3′-fluorophenyl]oxazolidine-2-one (2.8 g, 10.0 mmol) in THF (75 ml) under nitrogen atmosphere. The solution was stirred at 40° C. for 2 h, water (2.0 ml) added, and the reaction mixture was stirred at 40° C. overnight. Solvent was removed under vacuum, and the resulting solid was triturated with ether. Precipitated material was filtered, washed with ether and ethanol and dried under vacuum to afford the product as white crystals (1.7 g, 69%). HPLC Rt=5.0 min. MS (m/z): [M+H]+=254.

後処理

  1. stirringthe reaction mixture was stirred at 40° C. overnight
  2. customSolvent was removed under vacuum
  3. customthe resulting solid was triturated with ether
  4. filtrationPrecipitated material was filtered
  5. washwashed with ether and ethanol
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-50aa5b50cbc64c178a50d6767ac66317
出典データセット
uspto-grants-2004_06
特許番号
US06743811B2

反応ノート

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