Potassium Carbonate → HCID 69737831, 화합물

HRID 896552노트

반응식

HRID 896552 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9]OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:4][CH:3]=1.Cl.Cl.[CH2:23]([O:25][C:26]([C@H:28]1[C@H:33]([N:34]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH3:35])[CH2:32][CH2:31][NH:30][CH2:29]1)=[O:27])[CH3:24].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:23]([O:25][C:26]([C@H:28]1[C@H:33]([N:34]([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH3:35])[CH2:32][CH2:31][N:30]([CH2:9][CH2:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:29]1)=[O:27])[CH3:24]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 173901062-(4-Fluorophenyl)ethyl 4-methylbenzenesulfonateHCID 69736404trans-4-(Benzyl-methyl-amino)-piperidine-3-carboxylic Acid Ethyl Ester Dihydrochloride

생성물 1

HCID 69737831HCID 69737831, 화합물수율 65.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of toluene-4-sulfonic acid 2-(4-fluorophenyl)-ethyl ester (containing 10% by weight of 2-(4-fluorophenyl)ethanol; 206 mg, 630 μmol), trans-4-(benzyl-methyl-amino)-piperidine-3-carboxylic acid ethyl ester dihydrochloride (220 mg, 630 μmol) and potassium carbonate (261 mg, 1.9 mmol) in acetonitrile (6 mL) was heated at reflux for 17 hours. The mixture was cooled and filtered, the solid was washed with acetonitrile, and the filtrate was concentrated under vacuum. The residue was purified by flash chromatography, eluting with 20%, then 30% ethyl acetate in hexane, to provide an oil (164 mg, 65%). 1H NMR (300 MHz, CDCl3) δ7.28 (m, 5H), 7.16 (m, 2H), 6.98 (t, J=9 Hz, 2H), 4.20 (m, 2H), 3.75 (d, J=13 Hz, 1H), 3.48 (d, J=13 Hz, 1H), 3.14 (m, 2H), 2.88 (m, 2H), 2.80 (m, 2H), 2.62 (m, 2H), 2.29 (m, 1H), 2.20 (s, 3H), 1.87 (m, 1H), 1.70 (m, 2H), 1.28 (t, J=7 Hz, 3H).

후처리

  1. temperatureat reflux for 17 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. washthe solid was washed with acetonitrile
  5. concentrationthe filtrate was concentrated under vacuum
  6. customThe residue was purified by flash chromatography
  7. washeluting with 20%

출처 및 근거

ORD 기록
ord-f0f4e96f62544bea997f52938f7f0b21
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919356B2

반응 노트

불러오는 중…