Potassium Carbonate → HCID 69737831、化合物

HRID 896552ノート

反応式

HRID 896552 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 69737831HCID 69737831、化合物収率 65.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

  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%

出典と根拠

ORDレコード
ord-f0f4e96f62544bea997f52938f7f0b21
出典データセット
uspto-grants-2005_07
特許番号
US06919356B2

反応ノート

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