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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937416Generated: October 26, 2026

2-Chloro-N,N-dimethylpyrimidin-4-amine → N4,N4-dimethyl-N2-[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1937416

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-N,N-dimethylpyrimidin-4-amineHCID 95975—
Reactant1-(2-Phenylethyl)piperidin-4-amineHCID 10728788—
SolventWaterHCID 962—
ProductN4,N4-dimethyl-N2-[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamineHCID 5392113128.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-(2-phenylethyl)-4-piperidinamine (8.17 g) and 2-chloro-N,N-dimethyl-4-pyrimidinamine (6.3 g) was stirred for 20 hours at 120° C. The reaction mixture was diluted with water and extracted with CH2Cl2. The organic layer was washed with water, dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH(NH3) 96/4). The pure fractions were collected and the solvent evaporated. The residue was crystallized from CH3CN. The precipitate was filtered off and dried, yielding 3.69 g (28.4%) of N4,N4-dimethyl-N2-[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamine (comp. 11).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06395742B1
Source datasetuspto-grants-2002_05
ORD IDord-58cd85450cae421b8d8e48d75748ed99
Source noteuspto-grants-2002_05