Reacción #6929

ord-e0606d7ad44d468bb930ce3610f78c51

Ecuación de reacción

Cl.Fc1cc2ncnc(Nc3ccc(OCc4ccccc4)cc3)c2cc1I
(4-benzyloxyphenyl)-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccc(C2OCCO2)o1
5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)furan
CCN(C(C)C)C(C)C
diisopropylethyl amine
→
Fc1cc2ncnc(Nc3ccc(OCc4ccccc4)cc3)c2cc1-c1ccc(C2OCCO2)o1
(4-Benzyloxyphenyl)-(6-(5-(1,3-dioxolan-2-yl)-furan-2-yl)-7-fluoro-quinazolin-4-yl)-amine

Reactantes

—
dichlorobis(triphenylphosphine) palladium
Cl.Fc1cc2ncnc(Nc3ccc(OCc4ccccc4)cc3)c2cc1I
(4-benzyloxyphenyl)-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccc(C2OCCO2)o1
5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)furan
CCN(C(C)C)C(C)C
diisopropylethyl amine

Reactivos

Ninguno

Disolventes

CN(C)C=O
DMF

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroPrepared

Procedimiento

Prepared according to Procedure B from a solution of (4-benzyloxyphenyl)-(6-iodo-7-fluoro-quinazolin-4-yl)-amine hydrochloride (508 mg, 1 mmole), 5-(1,3-dioxolan-2-yl)-2-(tributylstannyl)furan (645 mg, 1.5 mmole), diisopropylethyl amine (650 mg, 5 mmole), and dichlorobis(triphenylphosphine) palladium (140 mg, 0.2 mmole) in 6 ml of DMF under nitrogen was stirred at 100° C. (oil bath temperature) for 4 hours.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084147B2uspto-grants-2006_08