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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876161Generated: October 30, 2026

Sodium Carbonate → HCID 59242025, compound

https://huagongshe.com/reaction/1876161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactant4-Quinazolinamine, 2-chloro-N-(4-methoxyphenyl)-N,6-dimethyl-HCID 11392851—
SolventIsopropanolHCID 3776—
ProductHCID 59242025HCID 5924202533%

Reaction Steps

A solution of (2-chloro-6-methyl-quinazolin-4-yl)-(4-methoxyphenyl)-methyl-amine (62.9 mg, 0.20 mmol), methylamine hydrochloride (145.8 mg, 2.2 mmol) and Na2CO3 (234.5 mg, 2.2 mmol) in i-PrOH (2 mL) was heated to 100° C. overnight. After cooling to room temperature the reaction mixture was concentrated onto SiO2 and purified by gradient MPLC (SiO2, 0 to 20% MeOH/CH2Cl2 with 0.1% NH4OH, 20 min). 20.3 mg (33%) of the title compound was obtained: 1H NMR (DMSO-d6, 90° C.) δ 7.93 (br s, 1 H), 7.38-7.52 (m, 2 H), 7.33 (d, 2 H), 7.08 (d, 2 H), 6.39 (s, 1 H), 3.83 (s, 3 H), 3.62 (s, 3 H), 3.06 (s, 3 H), 1.96 (s, 3 H). HRMS (ES) calcd for C18H21N4O [(M+H)] 309.1710, found 309.1714.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-30b0962b38c84831a7a52614e3e6092f
Source noteuspto-grants-2012_11