تفاعل #79405

ord-92c5846daf20469f8915c826c5e7507a

معادلة التفاعل

Ic1ccc2c(Nc3ccc(Oc4ccccc4)cc3)ccnc2c1
(4-Phenoxyphenyl)-(7-iodo-quinolin-4-yl)amine
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccc(C2OCCO2)o1
(tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan
c1ccc(Oc2ccc(Nc3ccnc4cc(-c5ccc(C6OCCO6)o5)ccc34)cc2)cc1
solid
المردود 68.1%
c1ccc(Oc2ccc(Nc3ccnc4cc(-c5ccc(C6OCCO6)o5)ccc34)cc2)cc1
(4-Phenoxyphenyl)-(7-(5-(1,3-dioxolan-2-yl)furan-2-yl)-quinolin-4-yl)amine
المردود 68.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىPurification via column chromatography
  2. 2
    غسيلeluting with ethyl acetate

الإجراء التجريبي

(4-Phenoxyphenyl)-(7-iodo-quinolin-4-yl)amine (2 g) was treated with 2-to (tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan (2.16 g) and tetrakis (triphenylphosphine) palladium (0) (0.26 g) in dimethylacetamide (20 ml) in accordance with Procedure B. Purification via column chromatography, eluting with ethyl acetate, followed by trituration with diethylether afforded a yellow solid (1.4 g); δH [2H6]DMSO 9.10 (1H, s), 8.45 (2H, m), 8.13 (1H, s), 7.96 (1H, d), 7.41 (4H, m), 7.22 (1H, d), 7.20-7.03 (5H, m), 6.83 (1H, d), 6.75 (1H, d), 6.02 (1H, s), 4.13 (2H, m), 4.01 (2H, m); m/z 451 (M+1)+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06713485B2uspto-grants-2004_03