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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520784Generated: November 2, 2026

Water → HCID 86674812, compound

https://huagongshe.com/reaction/1520784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(trifluoromethyl)pyrimidineHCID 13317019—
ReactantHCID 178452471HCID 178452471—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86674812HCID 8667481224%

Reaction Steps

(S)-tert-Butyl 2-(4-(1H-pyrazole-3-carboxamido)phenyl)morpholine-4-carboxylate (33 mg, 0.089 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (16.2 mg, 0.089 mmol) were dissolved in DMSO (0.7 ml) and potassium carbonate (24.5 mg, 0.177 mmol) was added. The reaction mixture was placed on a Büchi shaker for 20 hours at 120° C. After cooling the mixture, water was added followed by extraction with ethyl acetate twice. The combined organic layers were dried over MgSO4 and evaporated. The crude material was purified by flash chromatography (silica gel, 5 g, 25% to 50% EtOAc in heptane) to yield an off-white solid (11 mg, 24%). MS (ISP): 463.1 (100%, [M−tBu+H]+), 519.3 (10%, [M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073911B2
Source datasetuspto-grants-2015_07
ORD IDord-39d214e8b1be43d699695e74340e0e74
Source noteuspto-grants-2015_07