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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409097Generated: October 30, 2026

Cesium carbonate → HCID 69281440, compound

https://huagongshe.com/reaction/2409097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant1-(Propan-2-yl)-1H-pyrazol-4-amineHCID 13469826—
Reactant2-Chloro-N-methyl-5-(trifluoromethyl)pyrimidin-4-amineHCID 21077587—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69281440HCID 6928144016.7%

Reaction Steps

To a microwave tube was added 2-chloro-N-methyl-5-(trifluoromethyl)pyrimidin-4-amine (112 mg, 0.53 mmol), 1-isopropyl-1H-pyrazol-4-amine (55 mg, 0.44 mmol), cesium carbonate (0.287 g, 0.88 mmol), XPhos (21 mg, 0.044 mmol), Pd2(dba)3 (20 mg, 0.02 mmol) and dioxane (2.5 mL). The tube was sealed and the reaction was irradiated in the microwave at 140° C. for 30 minutes. The reaction mixture was then filtered and concentrated. The crude product was purified by reverse phase HPLC to give N2-(1-isopropyl-1H-pyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (22 mg, 16%). LCMS (Method A): [MH+]=301.1 at 3.2 min. 1H-NMR (DMSO): δ 9.43 (m, 2H), 8.08 (s, 1H), 7.89 (s, 1H), 7.54 (s, 1H), 6.96 (m, 2H), 4.43 (m, 1H), 2.92 (d, J=8.0, 3H), 1.39 (d, J=6.6, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815882B2
Source datasetuspto-grants-2014_08
ORD IDord-2bddf326129241e5a37ab2b704a91cb7
Source noteuspto-grants-2014_08