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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279616Generated: October 30, 2026

Potassium Carbonate → 1-(4-Amino-5-methyl-pyrimidin-2-yl)-3-methyl-1H-pyrazole-4-carboxylic acid (adamantan-1-ylmethyl)-amide

https://huagongshe.com/reaction/2279616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
ReactantHCID 178434554HCID 178434554—
SolventDimethyl SulfoxideHCID 679—
Product1-(4-Amino-5-methyl-pyrimidin-2-yl)-3-methyl-1H-pyrazole-4-carboxylic acid (adamantan-1-ylmethyl)-amideHCID 25224852—

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 3-methyl-1H-pyrazole-4-carboxylic acid (adamantan-1-ylmethyl)-amide (1.6 g, 5.85 mmol), 4-amino-2-chloro-5-methylpyrimidine (924 mg, 6.4 mmol) and potassium carbonate (1.6 g, 11.7 mmol) in DMSO (10 mL) is heated at 165° C. for 14 h. The mixture is cooled to RT and partitioned between EtOAc and water and separate the layers. The aqueous layer is extracted twice with further EtOAc. The extracts are combined, dried and evaporated. Purification by flash chromatography eluting with a mixture of 7% MeOH and 1% TEA in DCM affords the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133204B2
Source datasetuspto-grants-2015_09
ORD IDord-0684e808949a44e3b403673f934c4523
Source noteuspto-grants-2015_09