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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876220Generated: November 1, 2026

3-Chloro-4-methoxyaniline → (3-Chloro-4-methoxy-phenyl)-(2-chloromethyl-quinazolin-4-yl)-methyl-amine

https://huagongshe.com/reaction/1876220

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-methoxyanilineHCID 21441—
Reactant4-Chloro-2-(chloromethyl)quinazolineHCID 13157520—
ReactantHCID 68515345HCID 68515345—
Reactant(3-Chloro-4-methoxy-phenyl)-(2-chloromethyl-quinazolin-4-yl)-amine hydrochlorideHCID 68516138—
CatalystHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product(3-Chloro-4-methoxy-phenyl)-(2-chloromethyl-quinazolin-4-yl)-methyl-amineHCID 59242090—

Reaction Steps

(3-Chloro-4-methoxy-phenyl)-(2-chloromethyl-quinazolin-4-yl)-amine hydrochloride: The title compound was prepared from 4-chloro-2-chloromethyl-quinazoline (500 mg, 2.3 mmol), 3-chloro-4-methoxy-phenylamine (444 mg, 2.8 mmol) and HCl (12 M, 7 drops) in i-PrOH (8 mL) by a procedure similar to the preparation of (2-chloromethyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amine hydrochloride in Example 203c. 1H NMR (CDCl3) δ 8.6 (d, 1H), 8.1 (t, 1H), 7.85 (m, 3H), 7.62 (d, 1H), 7.20 (d, 1H), 4.8 (s, 2H), 3.92 (s, 3H); LC-MS (ESI+; 334 ([M+H]+)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-5c70b38631c7433cb03f0ad30e6168fe
Source noteuspto-grants-2012_11