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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460168Generated: October 29, 2026

2-Amino-3-methylpyridine → 3-Methyl-2-(phthalimidyl)pyridine

https://huagongshe.com/reaction/460168

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-3-methylpyridineHCID 15347—
ReactantEthoxycarbonylphthalimideHCID 22254400—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Methyl-2-(phthalimidyl)pyridineHCID 10609961—

Reaction Conditions

Temperature23 °C

Reaction Steps

2-Amino-3-picoline (1.00 mL, 8.62 mmol) was dissolved in DMF (30 mL) at 23° C., and treated with solid carboethoxy-phthalimide (1.89 g, 8.64 mmol), followed by TEA (1.44 mL, 10.3 mmol). The resulting solution was stirred at 23° C. for 15 h. After 15 h, the mixture was diluted with EtOAc (50 mL), and washed with saturated NaCl (1×50 mL), H2O (1×50 mL), dried (MgSO4), and concentrated in vacuo to a yellow solid. Purification over silica gel (0 to 50% EtOAc/Hexanes) provided the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196104B2
Source datasetuspto-grants-2007_03
ORD IDord-8d249b63a6344341879efa8edcd70f13
Source noteuspto-grants-2007_03