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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207358Generated: November 1, 2026

Sodium Carbonate → HCID 131735889, compound

https://huagongshe.com/reaction/2207358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 53419964HCID 53419964—
ReactantN-(3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(trifluoromethyl)pyrimidin-2-amineHCID 58456089—
CatalystPalladium ChlorideHCID 24290—
SolventDimethylformamideHCID 6228—
ProductHCID 131735889HCID 13173588947.1%

Reaction Steps

A mixture of N-(3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(trifluoromethyl)pyrimidin-2-amine (110 mg, 0.290 mmol), tert-butyl 2-(5-bromopyridin-2-yl)acetate (51.3 mg, 0.189 mmol), palladium(II) chloride (dppf) (28 mg, 0.038 mmol) and sodium carbonate (0.2 ml, 0.400 mmol, 2 M) in DMF (2 ml) was evacuated and purged with argon (3×), and then was irradiated in a microwave reactor for 10 minutes at 100° C. The mixture was filtered and purified on reversed phase HPLC to afford tert-butyl 2-(5-(3-methyl-5-((4-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)pyridin-2-yl)acetate (49.5 mg, 0.089 mmol). MS ESI calc'd. for C23H23F3N4O2 [M+H]+ 445. found 445.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376418B2
Source datasetuspto-grants-2016_06
ORD IDord-d07f0df3b683463e875dcf575f1397ff
Source noteuspto-grants-2016_06