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Piperidinium acetate → HCID 178456895, 화합물

HRID 1620590
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HRID 1620590 반응식
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[N:13]1[CH2:18][CH2:17][CH:16]([CH:19]=O)[CH2:15][CH2:14]1.[CH2:23]([NH:26][C:27]1[CH2:31][S:30][C:29](=[O:32])[N:28]=1)[C:24]#[CH:25].C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:22][C:2]([F:1])([F:21])[C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[N:13]1[CH2:18][CH2:17][CH:16](/[CH:19]=[C:31]2/[C:27]([NH:26][CH2:23][C:24]#[CH:25])=[N:28][C:29](=[O:32])[S:30]/2)[CH2:15][CH2:14]1
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참가 물질

5

반응물 3

HCID 3014295Piperidinium acetateHCID 866787621-[2,4-Bis(trifluoromethyl)phenyl]piperidine-4-carbaldehydeHCID 178456890HCID 178456890, 화합물

생성물 1

HCID 178456895HCID 178456895, 화합물수율 63.5%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
80 °C

실험 절차

To a solution of 1-[2,4-bis(trifluoromethyl)phenyl]piperidine-4-carbaldehyde (1.61 g) in 2-propanol (20 mL) were added 4-(prop-2-yn-1-ylamino)-1,3-thiazol-2(5H)-one (1.15 g) and piperidinium acetate (0.72 g). The reaction mixture was stirred at 80° C. for 1 hr, and the solvent was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and recrystallized from ethyl acetate/heptane to give the title compound (1.45 g).

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
  8. customrecrystallized from ethyl acetate/heptane

출처 및 근거

ORD 기록
ord-75d680db835b46919a91602f1d9e3cdc
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772277B2

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