Piperidinium acetate → HCID 178482470, 화합물

HRID 1620472노트

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HRID 1620472 반응식
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([CH:12]=O)[CH2:8][CH2:7]1.[CH3:24][NH:25][C:26]1[CH2:30][S:29][C:28](=[O:31])[N:27]=1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:30]2/[C:26]([NH:25][CH3:24])=[N:27][C:28](=[O:31])[S:29]/2)[CH2:8][CH2:7]1

참가 물질

5

반응물 3

HCID 3014295Piperidinium acetateHCID 866786631-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehydeHCID 178482466HCID 178482466, 화합물

생성물 1

HCID 178482470HCID 178482470, 화합물수율 53.4%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
60 °C

실험 절차

To a solution of 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (1.00 g) in 2-propanol (15 mL) were added 4-(methylamino)-1,3-thiazol-2(5H)-one (0.77 g) and piperidinium acetate (0.44 g). The reaction mixture was stirred at 60° C. overnight and concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water, 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 (0.71 g).

후처리

  1. concentrationconcentrated
  2. additionWater was added to the residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with water
  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-38d67cd6af53444281aa712dca46b26d
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772277B2

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