Water → 5-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydropyran-4-yl)-6-chlorobenzimidazole

HRID 74296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74296
[Cl:1][C:2]1[C:8]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:7][C:5]([NH2:6])=[C:4]([NH:18][CH:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:3]=1.Cl.[C:26](=N)(OC)[CH3:27].O>CO>[O:10]1[C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=[C:9]1[C:8]1[C:2]([Cl:1])=[CH:3][C:4]2[N:18]([CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)[C:26]([CH3:27])=[N:6][C:5]=2[CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 10313100Ethanimidic acid, methyl ester, hydrochloride (1:1)HCID 67498666HCID 67498666, Verbindung

Produkt 1

HCID 674990465-(Benzoxazol-2-yl)-2-methyl-1-(tetrahydropyran-4-yl)-6-chlorobenzimidazoleAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-(4-chloro-2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole (see Working Example 112-3) (0.04 g, 0.2 mmol) in methanol (1.2 mL) was added methyl acetimidate hydrochloride (0.06 g, 0.6 mmol), and this was heated to reflux for 3 hours. After the reaction solution was cooled, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (0.03 g, 79% yield) as a yellowish-brown solid.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux for 3 hours
  3. temperatureAfter the reaction solution was cooled
  4. filtrationthe precipitated crystals were filtered
  5. washafter being washed with water
  6. customwere dried

Quellen und Nachweise

ORD-Eintrag
ord-64fdf773b4be4b79bf36b465f00207e1
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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