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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468989Generated: October 31, 2026

Dimethylamine → 1-(4-{2-[7-(3-Dimethylamino-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-urea

https://huagongshe.com/reaction/1468989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant1-(4-{2-[7-(3-Chloro-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-ureaHCID 59268775—
SolventDimethylformamideHCID 6228—
Product1-(4-{2-[7-(3-Dimethylamino-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-ureaHCID 4510260049.1%

Reaction Steps

A solution of 1-(4-{2-[7-(3-chloro-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-urea (20 mg, 0.042 mmol) and dimethylamine (94.7 mg, 0.840 mmol) in DMF (1 mL) was heated at 150° C. in CEM microwave for 10 min. The reaction mixture was purified using silica gel preparative thin layer chromatography to provide the title compound (10 mg, 49%). 1H-NMR (400 MHz, DMSO-d6): δ 8.69 (s, 1H), 8.66 (s, 1H), 8.41 (s, 1H), 8.19 (t, 1H, NH), 8.10-8.12 (m, 1H), 7.43-7.45 (m, 2H), 7.36-7.38 (m, 2H), 7.26 (t, 2H), 7.17 (d, J=8.8 Hz, 2H), 7.08-7.11 (m, 1H), 7.05 (d, J=2.4 Hz, 1H), 6.95 (t, 1H), 4.13 (t, 2H), 3.69 (q, 2H), 2.89 (t, 2H), 2.44 (t, 2H), 2.20 (s, 6H), 1.89-1.93 (m, 2H). LC-MS (ESI) m/z 485.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006252B2
Source datasetuspto-grants-2015_04
ORD IDord-f5e96ae6839847bd80354644b913ba34
Source noteuspto-grants-2015_04