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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923916Generated: October 30, 2026

Sodium Carbonate → HCID 118195352, compound

https://huagongshe.com/reaction/923916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 118198934HCID 118198934—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 118195352HCID 118195352—

Reaction Steps

A mixture of (R)-tert-butyl (1-(3-bromo-5-((4-(trifluoromethoxy)phenyl)carbamoyl)pyridin-2-yl)pyrrolidin-3-yl)carbamate (Stage 93.1, 60 mg, 0.110 mmol), pyrimidin-5-ylboronic acid (21 mg, 0.164 mmol), 2M Na2CO3 (0.2 mL, 0.4 mmol) and DME (4 mL) was flushed with argon. PdCl2(dppf)(CH2Cl2) (10 mg, 0.012 mmol) was added and the mixture was subjected to MW irradiation 140° C. for 30 min. The RM was filtered through a PL-Thiol MP SPE cartridge (StratoSpheres™, 6 mL), the cartridge was washed with MeOH and the solvent was evaporated off under reduced pressure to give a residue which was purified by preparative LC-MS to afford the title compound. LC-MS (Condition 6) tR=0.88 min, m/z=445.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-1367562683924380b8eba700f32e5882
Source noteuspto-grants-2016_03