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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524846Generated: November 3, 2026

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

https://huagongshe.com/reaction/1524846

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 numberUS09079916B2
Source datasetuspto-grants-2015_07
ORD IDord-5171e4c52f22489d8c65ce3ab147ca0e
Source noteuspto-grants-2015_07