Ammonium Acetate → (S)-N-{3-[4-(4-(1-Cyano-cyclopropylmethylidene)-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

HRID 750932

反応式

HRID 750932 の反応式
O=C1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1.[CH:26]1([CH2:29][C:30]#N)[CH2:28][CH2:27]1.[C:32]([O-])(=O)C.[NH4+:36]>C1(C)C=CC=CC=1>[C:32]([C:26]1([CH:29]=[C:30]2[CH2:7][CH2:6][N:5]([C:8]3[CH:13]=[CH:12][C:11]([N:14]4[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]4=[O:24])=[CH:10][C:9]=3[F:25])[CH2:4][CH2:3]2)[CH2:27][CH2:28]1)#[N:36]

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 643447CyclopropylacetonitrileHCID 54375226N-[(5S)-3-[3-fluoro-4-(4-oxopiperidinyl)phenyl]-2-oxo-5-oxazolidinyl]methylacetamide

生成物 1

HCID 69312101(S)-N-{3-[4-(4-(1-Cyano-cyclopropylmethylidene)-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide収率 69%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

The mixture of (S)-N-{3-[4-(4-oxo-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (2.86 mmol), cyclopropylacetonitrile (5.73 mmol), ammonium acetate (catalytic) in 100 ml of toluene was heated at reflux temperature for 5 to 6 hours. The reaction mixture was cooled to room temperature and extracted with ethyl acetate water mixture, dried and evaporated to give crude product. The crude product was recrystallized from ethyl acetate to furnish title compound in 69% yield.

後処理

  1. temperaturewas heated
  2. temperatureat reflux temperature for 5 to 6 hours
  3. extractionextracted with ethyl acetate water mixture
  4. customdried
  5. customevaporated
  6. customto give crude product
  7. customThe crude product was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-9afbb5837de94abc90f0dfb3b34b7efb
出典データセット
uspto-grants-2008_07
特許番号
US07405228B2

関連ノート

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