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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641680Generated: October 30, 2026

Dichloromethane → HCID 178488428, compound

https://huagongshe.com/reaction/641680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
ReactantHCID 178496588HCID 178496588—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 178488428HCID 17848842841.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a vial containing 2-amino-6-bromo-8-(trans-4-methoxycyclohexyl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (75 mg, 0.20 mmol), 2-methoxy-5-pyridineboronic acid (37.5 mg, 0.245 mmol) and cesium carbonate was added PdCl2(dppf)1:1 w/CH2Cl2 followed by 5:1 dimethoxyethane:water (3 mL, degassed by bubbling with argon). The vial was capped and heated in the microwave for 30 minutes at 100° C. The reaction mixture was concentrated and the crude product was purified by flash chromatography eluting with chloroform/methanol (0-5%). The fractions containing the desired product were concentrated and the solids were triturated with methyltertbutyl ether to afford 2-amino-8-(trans-4-methoxycyclohexyl)-6-(6-methoxypyridin-3-yl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (33 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696213B2
Source datasetuspto-grants-2010_04
ORD IDord-f02db23fd52f434cbf0d68a38f7a68ed
Source noteuspto-grants-2010_04