Hydrochloric Acid → HCID 67458346, Verbindung

HRID 469709

Reaktionsgleichung

Reaktionsgleichung von HRID 469709
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([C@@H:13]2[CH2:17][CH2:16][CH2:15][NH:14]2)=[O:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[Cl:19][C:20]1[C:21](F)=[N:22][CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1.C(N(CC)CC)C>C(O)C>[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([CH:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:21]2[C:20]([Cl:19])=[CH:25][C:24]([C:26]([F:29])([F:27])[F:28])=[CH:23][N:22]=2)=[O:12])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 12680753-Chloro-2-fluoro-5-(trifluoromethyl)pyridineHCID 67455816HCID 67455816, Verbindung

Produkt 1

HCID 67458346HCID 67458346, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
175 °C

Versuchsvorschrift

A microwave reaction vessel is charged with (S)-pyrrolidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride, 3-chloro-2-fluoro-5-trifluoromethylpyridine, triethylamine and ethanol. The mixture is heated in a microwave reactor at 175° C. for 1 h, maintaining the watts at 60 to keep the reactor from shutting down. The reaction is cooled to room temperature and concentrated in vacuo to afford an oil which is purified by reverse phase preparative HPLC. Product fractions are combined and concentrated in vacuo to afford title compound (64.4 mg). ESI m/z 417 [M+H]+.

Aufarbeitung

  1. customA microwave reaction vessel
  2. temperaturemaintaining the watts at 60
  3. temperatureThe reaction is cooled to room temperature
  4. concentrationconcentrated in vacuo
  5. customto afford an oil which
  6. customis purified by reverse phase preparative HPLC
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7db17c660c714c0eab8397d3ea7c2c51
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629157B2

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