Potassium Carbonate → (S)-N-[3-[3-fluoro-4-[4-(morpholin-4-ylcarbonyl)piperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]acetamide

HRID 1351336ノート

反応式

HRID 1351336 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N:14]2[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]2=[O:24])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[C:25](=[O:28])([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([N:14]2[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]2=[O:24])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([C:15]([N:14]2[CH2:18][CH2:25][O:28][CH2:3][CH2:4]2)=[O:16])[CH2:10][CH2:9]1

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 10520848(S)-N-((3-(3-fluoro-4-(piperazin-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

生成物 1

HCID 58862045(S)-N-[3-[3-fluoro-4-[4-(morpholin-4-ylcarbonyl)piperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]acetamide収率 82.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(S)-N-[3-[3-Fluoro-4-[piperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]acetamide (154 mg, 0.4587 mmol) was treated with morphonylcarbonylchloride (82 mg, 0.5504 mmol) and anhydrous potassium carbonate (190 mg, 1.376 mmol) in dimethylformamide (10 ml). The reaction mixture was allowed to react at 30° C. for 8 hrs, after which the reaction mixture was extracted with ethylacetate and water. The organic phase was separated and evaporated under reduced pressure to afford crude product. The crude was purified by column chromatography using silica gel using ethylacetate and methanol (9:1) as the eluent to afford pure title compound as colourless solid (85 mg).

後処理

  1. customto react at 30° C. for 8 hrs
  2. extractionafter which the reaction mixture was extracted with ethylacetate and water
  3. customThe organic phase was separated
  4. customevaporated under reduced pressure
  5. customto afford crude product
  6. customThe crude was purified by column chromatography

出典と根拠

ORDレコード
ord-9ac465ecbcd7465d989e512bf3335437
出典データセット
uspto-grants-2007_05
特許番号
US07217726B2

反応ノート

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