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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1990146Generated: October 30, 2026

Cesium carbonate → HCID 59127148, compound

https://huagongshe.com/reaction/1990146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 6-chloropyridine-3-carboxylateHCID 254249—
Reactant3-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamideHCID 53629632—
SolventAcetonitrileHCID 6342—
ProductHCID 59127148HCID 5912714873.2%

Reaction Steps

A solution of 3-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (1.00 g, 2.47 mmol), methyl 6-chloronicotinate (0.450 g, 2.60 mmol), and cesium carbonate (1.204 g, 3.71 mmol) in acetonitrile (15 mL) was heated at 160° C. using microwave heating for 90 minutes. The acetonitrile was removed in vaccuo and the residual oil partitioned between water (50 mL) and ethyl acetate (75 mL). The ethyl acetate layer was separated, washed with brine, dried (MgSO4), and evaporated to a residue which was chromatographed on silica, eluting with 50% ethyl acetate in isohexane, to give the desired compound (0.977 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642259B2
Source datasetuspto-grants-2010_01
ORD IDord-1a4223bf07cd44f48f31af47c4792106
Source noteuspto-grants-2010_01