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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989911Generated: November 2, 2026

Cesium carbonate → HCID 59127148, compound

https://huagongshe.com/reaction/1989911

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 numberUS07642263B2
Source datasetuspto-grants-2010_01
ORD IDord-ff05da9079964ac492f9cf4c244101ed
Source noteuspto-grants-2010_01