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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11841Generated: October 26, 2026

2-Pyridinemethanamine → Methyl 4-(2-(2-picolylamino)ethyl)benzoate

https://huagongshe.com/reaction/11841

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyridinemethanamineHCID 19509—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-(2-bromoethyl)benzoateHCID 10586287—
SolventTolueneHCID 1140—
ProductMethyl 4-(2-(2-picolylamino)ethyl)benzoateHCID 21973687—

Reaction Conditions

Temperature80 °C

Reaction Steps

Commercially available 2-picolylamine (0.625 ml) was dissolved in toluene (15 ml) and diisopropylethylamine (0.715 ml) was added. After the addition of the compound obtained in Example 9-1 (499.7 mg), the mixture was stirred for two days at 80° C. After the reaction, toluene was added. The solution was washed with distilled water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was removed by istillation under reduced pressure, and the residue was purified by silica gel column chromatography (25 g, chloroform/methanol=25/1) to obtain the title compound (400.1 mg) as light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098215B2
Source datasetuspto-grants-2006_08
ORD IDord-a78758e5b0fc4b538301b9f611812224
Source noteuspto-grants-2006_08