Dimethyl Sulfoxide → HCID 67097479, Verbindung

HRID 2077092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2077092
[Cl:1][C:2]1[N:9]=[C:8]([NH:10][C:11]2[CH:15]=[C:14]([CH3:16])[NH:13][N:12]=2)[CH:7]=[C:6]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C:3]=1[C:4]#[N:5].[Cl:25][C:26]1[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=1[O:28][CH2:29][CH2:30][NH2:31].C(=O)([O-])O.[Na+].CS(C)=O>O>[ClH:1].[Cl:25][C:26]1[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=1[O:28][CH2:29][CH2:30][NH:31][C:2]1[N:9]=[C:8]([NH:10][C:11]2[CH:15]=[C:14]([CH3:16])[NH:13][N:12]=2)[CH:7]=[C:6]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C:3]=1[C:4]#[N:5]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 516892Sodium BicarbonateHCID 27357882-(2-Chlorophenoxy)EthylamineHCID 11983547HCID 11983547, Verbindung

Produkt 1

HCID 67097479HCID 67097479, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Compound C (200 mg, 589 mmol), 2-(2-chlorophenoxy)ethylamine (202 μl) and sodium hydrogencarbonate (495 mg) were added to DMSO (6 ml), and the mixture was stirred at 100° C. for 27 hr. After stirring, the reaction mixture was added to cold water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and concentrated, and the residue was washed by suspending in ethyl acetate. This was converted to hydrochloride to give the object compound of 2-(2-(2-chlorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(4-methoxyphenyl)nicotinonitrile hydrochloride (12 mg).

Aufarbeitung

  1. stirringAfter stirring
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. concentrationconcentrated
  5. washthe residue was washed

Quellen und Nachweise

ORD-Eintrag
ord-9f8919ee16a7438ebad351c8fe7ed3a3
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928126B2

Notizen zur Reaktion

Wird geladen…