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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346420Generated: October 31, 2026

Dimethylamine → N-{4-[(3-iodophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamide

https://huagongshe.com/reaction/346420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant2-Bromo-2-Butenoic AcidHCID 5312952—
Reactant4-[(3-Iodophenyl)amino]-6-aminoquinazolineHCID 21080002—
ReactantN-{4-[(3,4-dichloro-6-fluorophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamideHCID 68564223—
ProductN-{4-[(3-iodophenyl)amino]quinazoline-6-yl}-4-(dimethylamino)-2-butenamideHCID 68562749—

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07172749B2
Source datasetuspto-grants-2007_02
ORD IDord-102cdf3caf2446aabdf75ff2473d3f1d
Source noteuspto-grants-2007_02