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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008392Generated: November 1, 2026

Methanol → HCID 22667110, compound

https://huagongshe.com/reaction/1008392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPentylamineHCID 8060—
ReactantTriphosgeneHCID 94429—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 22667110HCID 2266711030%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in chloroform (3 ml) and triethylamine (0.2 ml), and a solutioin of triphosgene (50 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, amylamine (26 μl) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol to give 21 mg (yield 30%) of the title compound. 1H-NMR (DMSO-d6, 400 MHz): δ 0.89 (t, J=7.1 Hz, 3H), 1.27-1.47 (m, 4H), 1.41-1.48 (m, 2H), 3.06-3.11 (m, 2H), 3.97 (s, 3H), 3.99 (s, 3H), 6.13 (t, J=5.6 Hz, 1H), 7.15 (d, J=9.0 Hz, 2H), 7.37 (s, 1H), 7.46 (d, J=8.8 Hz, 2H), 7.55 (s, 1H), 8.47 (br, 1H), 8.53 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-521cfd34076546de942769cde7b258ef
Source noteuspto-grants-2004_09