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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353627Generated: October 26, 2026

Water → HCID 59380038, compound

https://huagongshe.com/reaction/2353627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(4-Amino-3-methoxyphenyl)boronic acidHCID 57473274—
Reactant2-Chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidineHCID 57547356—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59380038HCID 59380038—

Reaction Conditions

Temperature90 °C

Reaction Steps

2-Chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidine (700 mg, 2.29 mmol) was dissolved in a solution of 18% DMF in a mixture of 7:3:2 DME:water:ethanol (7 mL). (4-Amino-3-methoxy-phenyl)boronic acid (574 mg, 3.43 mmol), 2M sodium carbonate solution (4 mL) and dichlorobis(triphenylphosphine) palladium (81 mg) was then added to the solution and refluxed at 90° C. for 1 hour. The reaction was allowed to cool to room temp then partitioned between ethyl acetate (50 mL) and water (50 mL), the organics dried over magnesium sulphate, filtered and concentrated in vacuo. The residue was dissolved in dichloromethane and filtered to remove insoluble material. The filtrates were purified using a companion.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750003B2
Source datasetuspto-grants-2010_07
ORD IDord-869c9bfe74a445f79eac7fde64780dca
Source noteuspto-grants-2010_07