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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877982Generated: October 29, 2026

(2-Methoxyethyl)(methyl)amine → HCID 70663212, compound

https://huagongshe.com/reaction/877982

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Methoxyethyl)(methyl)amineHCID 300977—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant6-chloro-N-methyl-4-(2-methylphenyl)pyridin-3-amineHCID 57710443—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 70663212HCID 7066321249%

Reaction Conditions

Temperature150 °C

Reaction Steps

6-Chloro-N-methyl-4-o-tolylpyridin-3-amine (60 mg, 0.26 mmol, prepared as described in WO2005/002577), sodium tert-butoxide (74 mg, 0.77 mmol), palladium acetate (5.8 mg, 0.026 mmol, CAS RN 3375-31-3) and BINAP (48 mg, 0.077 mmol, CAS RN 76189-55-4) were dissolved in toluene (3 mL) and stirred under an argon atmosphere for 10 minutes. N-(2-Methoxyethyl)methylamine (46 mg, 0.52 mmol, CAS RN 38256-93-8) was added and the reaction mixture was sealed and heated to 150° C. under microwave irradiation for 30 min. The reaction mixture was columned directed on silica gel (EtOAc) to yield the product as a light brown oil (36 mg, 49%). This material was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-f834ac4dde084890ac4352dd696b3728
Source noteuspto-grants-2015_03