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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401960Generated: October 31, 2026

Sodium Carbonate → 4-(6-Methoxypyridin-3-yl)-5-methylpyrimidin-2-amine

https://huagongshe.com/reaction/2401960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chloro-5-methylpyrimidin-2-amineHCID 588628—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
Product4-(6-Methoxypyridin-3-yl)-5-methylpyrimidin-2-amineHCID 5785618443%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 4-chloro-5-methylpyrimidin-2-amine (250 mg, 1.74 mmol), tetrakistriphenylphosphine palladium (0) (100 mg, 0.087 mmol) and 6-methoxypyridin-3-ylboronic acid (398 mg, 2.60 mmol), 1,2-DME (6 mL) and Na2CO3 (1.74 mL, 2 M, 3.47 mmol) were added and heated to 120° C. in a microwave reactor for 30 minutes. The reaction mixture was filtered using acetonitrile and the filtrate was dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel to yield 4-(6-methoxypyridin-3-yl)-5-methylpyrimidin-2-amine (160 mg, 43%). ESI-MS m/z calc. 216.10, found 217.5 (M+1)+. Retention time 0.52 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796312B2
Source datasetuspto-grants-2014_08
ORD IDord-c17df05c8ca442c49c29b596dd5e4675
Source noteuspto-grants-2014_08