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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036822Generated: October 31, 2026

Potassium Carbonate → HCID 11191059, compound

https://huagongshe.com/reaction/1036822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(6-Chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl esterHCID 11493357—
ReactantHCID 67202888HCID 67202888—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 11191059HCID 11191059118.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

Mixture of 4-(6-Chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (147 mg, 0.47 mmole), 2-fluoro-4-(2-isopropoxy-ethoxy)-phenol (0.47 mmole, 1 eq) and K2CO3 (0.75 mmole, 1.5 eq) in 2 mL DMSO was heated under microwave irradiation at 150° C. for 40 minutes. Mixture was purified by HPLC to give compound C184 as a yellow oil (273 mg, 96%). 1H NMR (DMSO-d6, 400 MHz) δ 1.23 (d, 6H), 1.27 (d, 6H), 1.79-1.86 (m, 2H), 1.97-2.04 (m, 1H), 2.20 (s, 3H), 3.43-3.50 (m, 2H), 3.73-3.79 (m, 3H), 3.82 (t, 2H), 4.09 (t, 2H), 4.95 (sep, 1H), 5.33-5.36 (m, 1H), 6.70-6.78 (m, 2H), 7.08 (t, 1H), 8.27 (s, 1H). Exact mass calculated for C25H34FN3O6 491.2, found 492.4 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546429B2
Source datasetuspto-grants-2013_10
ORD IDord-fafc3bd142074d858c886133e8f223d3
Source noteuspto-grants-2013_10