Hydrochloric Acid → HCID 46872043, Verbindung

HRID 336178

Reaktionsgleichung

Reaktionsgleichung von HRID 336178
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([CH:13]2[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]2)=[O:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[Cl:20][C:21]1[C:22](F)=[N:23][CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1.C(N(CC)CC)C>C(O)(C)(C)C>[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([CH:13]2[CH2:18][CH2:17][CH2:16][N:15]([C:22]3[C:21]([Cl:20])=[CH:26][C:25]([C:27]([F:30])([F:28])[F:29])=[CH:24][N:23]=3)[CH2:14]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 58563805HCID 58563805, Verbindung

Produkt 1

HCID 46872043HCID 46872043, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
175 °C

Versuchsvorschrift

A microwave reaction vial is charged with piperidine-3-carboxylic acid (5-tert-butyl-isoxazol-3-yl)-amide; hydrochloride (94 mg; 0.327 mmol), 3-chloro-2-fluoro-5-trifluoromethylpyridine (0.043 mL; 0.33 mmol), triethylamine (0.092 mL; 0.66 mmol) and t-butanol (0.5 mL). The vial is heated in microwave at 175° C. for 1 hour then left standing at room temperature overnight. The reaction mixture is concentrated in vacuo. Purification by flash chromatography on silica using methanol/methylene chloride then recrystallization from hot methanol provides the title compound, m/z 431 [M+H+].

Aufarbeitung

  1. customA microwave reaction
  2. waitthen left
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. customPurification by flash chromatography on silica
  5. customrecrystallization from hot methanol

Quellen und Nachweise

ORD-Eintrag
ord-b7d621c0d7a44d1389355d608ad1b156
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889670B2

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