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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182166Generated: November 1, 2026

Methyl(6-methyl-2-pyridylmethyl)amine → HCID 69730740, compound

https://huagongshe.com/reaction/2182166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl(6-methyl-2-pyridylmethyl)amineHCID 81438—
ReactantBinap, (A+-)-HCID 634876—
ReactantTert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylateHCID 18186946—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 69730740HCID 69730740—

Reaction Steps

A mixture of 6′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-1a (50 mg, 0.17 mmol), methyl-(6-methyl-pyridin-2-ylmethyl)-amine (29.6 mg, 0.22 mmol), sodium tert-butoxide (45 mg, 0.46 mmol), BINAP (8.4 mg, 0.014 mmol), tris(dibenzylideneacetone)dipalladium(0) (6.2 mg, 0.006 mmol) in toluene (2 mL) was stirred at reflux for 2 h. The reaction mixture was cooled, diluted with ethyl acetate, and filtered through celite. The filtrate was concentrated in vacuo and the residue was purified via preparative TLC (5% methanol in methylene chloride) to yield the title compound I-4g (14.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894050B2
Source datasetuspto-grants-2005_05
ORD IDord-47237264645644d484a6381ee0265e31
Source noteuspto-grants-2005_05