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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495462Generated: October 29, 2026

Water → (2-Chloro-pyrimidin-4-yl)-methyl-quinolin-3-yl-amine

https://huagongshe.com/reaction/495462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(2-Chloropyrimidin-4-yl)quinolin-3-ylamineHCID 22326846—
SolventDimethylformamideHCID 6228—
Product(2-Chloro-pyrimidin-4-yl)-methyl-quinolin-3-yl-amineHCID 22326843—

Reaction Steps

To a solution of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (0.400 g, 1.64 mmol) in DMF (7 mL) at 0° C. was added MeI (0.133 mL, 2.13 mmol) and NaH (60% dispersion in mineral oil, 0.079 g, 1.97 mmol). The reaction mixture was warmed to RT, accompanied by the appearance of a yellow color and solid precipitate. After stirring for 1 h at RT, H2O (25 mL) was added and the mixture was extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine, dried with MgSO4, filtered and concentrated under reduced pressure. Chromatography on silica gel (1:1 EtOAc:Hexanes) provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939874B2
Source datasetuspto-grants-2005_09
ORD IDord-83a084a4d5654287a2da1f0af506acc7
Source noteuspto-grants-2005_09