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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011695Generated: October 31, 2026

Cesium carbonate → HCID 59127148, compound

https://huagongshe.com/reaction/1011695

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 vacuo 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 numberUS07977328B2
Source datasetuspto-grants-2011_07
ORD IDord-c2db2210021b496e944542306c508a26
Source noteuspto-grants-2011_07