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

HRID 750932

반응식

HRID 750932 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9afbb5837de94abc90f0dfb3b34b7efb
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405228B2

연결된 노트

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