تفاعل #433602

ord-102cdf3caf2446aabdf75ff2473d3f1d

معادلة التفاعل

CN(C)CC=CC(=O)Nc1ccc2ncnc(Nc3cc(Cl)c(Cl)cc3F)c2c1
Compound 4
CN(C)CC=CC(=O)Nc1ccc2ncnc(Nc3cc(Cl)c(Cl)cc3F)c2c1
N-{4-[(3,4-dichloro-6-fluorophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamide
Nc1ccc2ncnc(Nc3cccc(I)c3)c2c1
4-[(3-iodophenyl)amino]-6-aminoquinazoline
C/C=C(\Br)C(=O)O
bromocrotonic acid
CNC
dimethylamine
CN(C)CC=CC(=O)Nc1ccc2ncnc(Nc3cccc(I)c3)c2c1
N-{4-[(3-iodophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamide

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

A solution of 4-[(3-iodophenyl)amino]-6-aminoquinazoline was reacted with bromocrotonic acid and dimethylamine, as is described hereinabove in Compound 4, to give N-{4-[(3-iodophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamide. MS (m/z): 465 (M+H)+, 509 (M+)+; 1H-NMR (DMSO-d6): δ=4.38 (d, 1H), 4.49 (d, 1H), 6.5 (dd, 1H), 6.94 (dt, 1H), 7.19 (t, 1H), 7.47 (d, 1H), 7.85 (mt, 3H), 8.27 (s, 1H), 8.58 (s, 1H), 8.82 (s, 1H) 10.59 (s, 1H); Anal. Calc: C, 42.46; H, 2.77; N, 11.0. Found: C, 46.52; H, 3.04; N, 12.06. HPLC analysis: C-18 column, 55% acetate buffer/45% acetonitrile, flow=1.0 ml/min; r.t.=26.55 minutes (first peak), 29.99 minutes (second peak).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07172749B2uspto-grants-2007_02