Potassium Carbonate → [2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-(2-trifluoromethylbenzyl)-amine

HRID 8667

Reaktionsgleichung

Reaktionsgleichung von HRID 8667
Br[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[C:15]3[S:16][CH:17]=[CH:18][C:14]=3[O:13][N:12]=2)[CH:8]=[CH:9][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[F:25][C:26]([F:36])([F:35])[C:27]1[CH:34]=[CH:33][CH:32]=[CH:31][C:28]=1[CH2:29][NH2:30]>C(#N)C>[O:13]1[C:14]2[CH:18]=[CH:17][S:16][C:15]=2[C:11]([C:7]2[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=2)[O:4][CH2:3][CH2:2][NH:30][CH2:29][C:28]2[CH:31]=[CH:32][CH:33]=[CH:34][C:27]=2[C:26]([F:25])([F:35])[F:36])=[N:12]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 764472-(Trifluoromethyl)benzylamineHCID 219835823-[3-(2-Bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole

Produkt 1

HCID 21983566[2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-(2-trifluoromethylbenzyl)-amineAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The title compound is prepared from 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole (0.250 g, 0.771 mmol), potassium carbonate (0.205 g, 1.48 mmol), 2-(trifluoromethyl)benzylamine (0.676 mg, 3.86 mmol) and acetonitrile (4 mL) essentially as described above in example 18 except that the reaction is run overnight and the compound is purified by column using a solvent gradient of 5% ethyl acetate in dichloromethane to 10% methanol in ethyl acetate to give the title compound (0.311 g, 96% Yield). Purity by LC/MS (APCI)=99%, [M+H]+=419.

Aufarbeitung

  1. customthe compound is purified by column

Quellen und Nachweise

ORD-Eintrag
ord-7425231cb5054edb8397a2b558164d3f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091199B1

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