Pyridine → HCID 178485978, Verbindung

HRID 2057229

Reaktionsgleichung

Reaktionsgleichung von HRID 2057229
Cl[C:2]([O:5][C:6](Cl)=[O:7])(Cl)Cl.[F:9][C:10]1[CH:15]=[C:14]([F:16])C=[CH:12][C:11]=1O.N1C2C(=CC=CC=2)C=CC=1.[Br:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][CH:34]1[CH2:39][CH2:38][CH:37]([NH:40][CH3:41])[CH2:36][CH2:35]1.Cl.BrCCCCO[C@H]1CC[C@H](NC)CC1.C([O-])(O)=O.[Na+].CCOC(C)=O.N1C=CC=CC=1>C(Cl)Cl>[F:16][C:14]1[CH:15]=[C:10]([F:9])[CH:11]=[CH:12][C:2]=1[O:5][C:6](=[O:7])[N:40]([C@H:37]1[CH2:36][CH2:35][C@H:34]([O:33][CH2:32][CH2:31][CH2:30][CH2:29][Br:28])[CH2:39][CH2:38]1)[CH3:41]

Komponenten

9

Edukt 7

HCID 1049PyridineHCID 7047QuinolineHCID 10426DiphosgeneHCID 1230512,4-DifluorophenolHCID 22567629[4-(4-Bromo-butoxy)-cyclohexyl]-methyl-amineHCID 86584982Sodium bicarbonate ethyl acetateHCID 178484847HCID 178484847, Verbindung

Produkt 1

HCID 178485978HCID 178485978, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 1.5 mmol trichloromethyl-chloroformate (diphosgene) in 20 ml CH2Cl2 was treated at 0° C. with 3 mmol of 2,4-difluoro-phenol and 3 mmol quinoline and then stirred for 3 h at room temperature. The reaction was then cooled (0° C.) and a solution of 1 mmol [4-(4-Bromo-butoxy)-cyclohexyl]-methyl-amine (privously prepared from trans-[4-(4-Bromo-butoxy)-cyclohexyl]-methyl-amine hydrochloride by extraction with aqueous NaHCO3/EtOAc) and 2.5 mmol pyridine in 3 ml CH2Cl2 was added. The reaction was stirred over night at room temperature, evaporated to give crude trans-[4-(4-Bromo-butoxy)-cyclohexyl]-methyl-carbamic acid 2,4-difluoro-phenyl ester which was used directly in the next step, see Example 12.39-12.44.

Aufarbeitung

  1. temperatureThe reaction was then cooled (0° C.)
  2. additionwas added
  3. stirringThe reaction was stirred over night at room temperature
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e47e90f0a8094220a621d884e3d35e7a
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07335687B2

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