Allylamine → HCID 178456915, 화합물

HRID 1620493노트

반응식

HRID 1620493 반응식
S=[C:2]1[CH2:6][S:5][C:4](=[O:7])[NH:3]1.[CH2:8]([NH2:11])[CH:9]=[CH2:10].S(C1C=CC(C)=CC=1)(O)(=O)=O.[F:23][C:24]([F:45])([F:44])[C:25]1[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:26]=1[CH2:27][N:28]1[CH2:33][CH2:32][CH:31]([CH:34]=O)[CH2:30][CH2:29]1.CC(C)([O-])C.[K+].[Cl-].[NH4+]>C(O)C>[F:23][C:24]([F:45])([F:44])[C:25]1[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:26]=1[CH2:27][N:28]1[CH2:33][CH2:32][CH:31](/[CH:34]=[C:6]2/[C:2]([NH:11][CH2:8][CH:9]=[CH2:10])=[N:3][C:4](=[O:7])[S:5]/2)[CH2:30][CH2:29]1

참가 물질

7

반응물 5

HCID 7853AllylamineHCID 25517Ammonium ChlorideHCID 15395954-Sulfanylidene-1,3-thiazolidin-2-oneHCID 23665647Potassium tert-butoxideHCID 866786841-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde tosylate

생성물 1

HCID 178456915HCID 178456915, 화합물수율 44.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 4-thioxo-1,3-thiazolidin-2-one (60 mg) in ethanol (2 mL) was added prop-2-en-1-amine (26 mg) at room temperature. The reaction mixture was stirred at room temperature for 2 hr. 1-[2,4-Bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde tosylate (230 mg) and potassium tert-butoxide (101 mg) were added to the reaction mixture at room temperature, and the mixture was stirred at 80° C. for 3 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, 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 (NH, ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (95 mg).

후처리

  1. stirringthe mixture was stirred at 80° C. for 3 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)
  7. customrecrystallized from ethyl acetate/heptane

출처 및 근거

ORD 기록
ord-5a519cf2e9ee42e0af5572da4f41a196
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772277B2

반응 노트

불러오는 중…