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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942163Generated: November 5, 2026

2-Amino-6-methylpyridine → HCID 86643866, compound

https://huagongshe.com/reaction/1942163

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-6-methylpyridineHCID 15765—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 17861074HCID 17861074—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 86643866HCID 86643866105.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

37.8 g (0.11 mol) of 2-bromo-N-(diphenylmethylene)aniline was dissolved in toluene (100 ml), and 14.6 g (0.13 mol) of 2-amino-6-picoline, 5.2 g (5.5 mmol) of tris(dibenzylideneacetone)dipalladium(0), 11.2 g (17.6 mmol) of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, and 15.2 g (0.15 mol) of sodium-t-butoxide were added thereto. The mixture was stirred for 2 hours at 100° C. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was washed with methanol to obtain 42.1 g (yield: >99%) of N1-(diphenylmethylene)-N2-(6-methylpyridine-2-yl)benzene-1,2-diamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389523B2
Source datasetuspto-grants-2013_03
ORD IDord-519bbd63d24245deb35184c9f03e1f45
Source noteuspto-grants-2013_03