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HRID 389762Erstellt: 25. Oktober 2026

Stannane, hydroxytrimethyl- → 2-(o-Toluidino)-5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)oxazole-4-carboxylic acid

https://huagongshe.com/reaction/389762

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktStannane, hydroxytrimethyl-HCID 11217597—
EduktTert-butyl 4-(4-(2-(o-toluidino)-4-(ethoxycarbonyl)oxazol-5-yl)phenyl)piperazine-1-carboxylateHCID 59587602—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(o-Toluidino)-5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)oxazole-4-carboxylic acidHCID 59587589100%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of tert-butyl 4-(4-(2-(o-toluidino)-4-(ethoxycarbonyl)oxazol-5-yl)phenyl)piperazine-1-carboxylate (0.042 g, 0.08 mmol) in DCE (2 ml) was added trimethyltin hydroxide (0.140 g, 0.77 mmol) and the resulting mixture was heated at 80° C. overnight. The reaction was cooled to room temperature and diluted with DCM. The organic phase was washed with water. The combined aqueous phase was extracted with DCM and the combined organic phase dried over MgSO4 and the solvent removed in vacuo to afford 2-(o-toluidino)-5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)oxazole-4-carboxylic acid (0.038 g, 0.08 mmol, 96%). LCMS (1) Rt: 1.89 min; m/z (ES+) 479.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08378095B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-c43d00294ba243fea14043d48570f5d5
Quellennotizuspto-grants-2013_02