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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279632Generated: October 26, 2026

5-Amino-4-fluoro-2-methylphenol → ZM 323881 hydrochloride

https://huagongshe.com/reaction/279632

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-4-fluoro-2-methylphenolHCID 10154098—
Reactant7-Benzyloxy4-chloroquinazoline hydrochlorideHCID 22625083—
Solvent2-PentanolHCID 22386—
ProductZM 323881 hydrochlorideHCID 2262489780.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Fluoro-5-hydroxy-4-methylaniline (170 mg, 1.2 mmol), (prepared as described for the starting material in Example 13), was added to a solution of 7-benzyloxy-4-chloroquinazoline hydrochloride (307 mg, 1mmol) in 2-pentanol (5 ml) and the mixture stirred at 120° C. for 2 hours. The mixture was allowed to cool and the resulting precipitate was collected by filtration, washed with isopropanol and then ether and dried under vacuum at 70° C. to give 7-benzyloxy-4-(2-fluoro-5-hydroxy-4-methylanilino)quinazoline hydrochloride (331 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362336B1
Source datasetuspto-grants-2002_03
ORD IDord-33d2f28668ee4906abb57def8b87e20b
Source noteuspto-grants-2002_03