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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367533Generated: October 31, 2026

Diisopropylethylamine → 4-Chloro-N-methyl-6-[(3R)-3-methyl-4-morpholinyl]-2-pyrimidinamine

https://huagongshe.com/reaction/2367533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4,6-Dichloro-n-methylpyrimidin-2-amineHCID 259880—
Reactant(R)-3-MethylmorpholineHCID 641498—
SolventEthanolHCID 702—
Product4-Chloro-N-methyl-6-[(3R)-3-methyl-4-morpholinyl]-2-pyrimidinamineHCID 5850473068.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4,6-dichloro-N-methyl-2-pyrimidinamine (2 g, 11.23 mmol) in ethanol (50 mL) in a 200-mL RBF were added Hunig's base (5.89 mL, 33.7 mmol) and (3R)-3-methylmorpholine (1.546 g, 11.23 mmol). The reaction mixture was stirred at 100° C. in a sealed tube on a stirrer hotplate for 2 days. The reaction was concentrated in vacuo, and the residue was dissolved in EtOAc (200 mL) and washed with water (50 mL). The organic layer was dried over Na2SO4, filtered, then concentrated to afford the title compound (1.873 g) as a white solid. LC-MS (ES) m/z=243 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-79f51be833284e2fa2f112c514254ce2
Source noteuspto-grants-2014_04