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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069364Generated: October 26, 2026

2,6-Dimethoxy-4-aminopyrimidine → 1-(benzo[d][1,3]dioxol-5-yl)-N-(2,6-dimethoxypyrimidin-4-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/2069364

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethoxy-4-aminopyrimidineHCID 76789—
Reactant1-(Benzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chlorideHCID 59129154—
SolventPyridineHCID 1049—
Product1-(benzo[d][1,3]dioxol-5-yl)-N-(2,6-dimethoxypyrimidin-4-yl)cyclopropanecarboxamideHCID 16678625—

Reaction Conditions

Temperature115 °C

Reaction Steps

To 1-(benzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride (45 mg, 0.2 mmol) in pyridine (2 mL) was added 2,6-dimethoxypyrimidin-4-amine (31 mg, 0.2 mmol) and the reaction mixture was stirred at 115° C. for 15 hours. The solvent was evaporated to dryness and the residue redissolved in DMF, filtered and purified by reverse-phase preparative liquid chromatography utilizing a gradient of 0-99% acetonitrile in water containing 0.05% trifluoracetic acid to yield the pure product. ESI-MS m/z calc. 343.3, found 344.1 (M+1)+. Retention time 2.87 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299099B2
Source datasetuspto-grants-2012_10
ORD IDord-101237f4d6704ab4ae17b9e15b9ce54f
Source noteuspto-grants-2012_10