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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643587Generated: October 31, 2026

Cesium carbonate → HCID 59560283, compound

https://huagongshe.com/reaction/1643587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(Chloromethyl)cyclopropaneHCID 80013—
Reactant2,3-Dihydro-4-hydroxy-2,2-dimethyl-N-(1-methyl-1H-pyrazol-3-yl)-6-benzofurancarboxamideHCID 59560084—
SolventAcetonitrileHCID 6342—
ProductHCID 59560283HCID 59560283—

Reaction Conditions

Temperature80 °C

Reaction Steps

To 60 mg of cesium carbonate (180 μmol) in a test tube (10×95 mm) was added 0.8 mL of 0.1 M solution of 4-hydroxy-2,2-dimethyl-2,3-dihydro-benzofuran-6-carbo-xylic acid (1-methyl-1H-pyrazol-3-yl)-amide (31a) in acetonitrile followed by 1 mL of 0.1 M solution of chloromethyl cyclopropane in acetonitrile and the reaction was stirred at 80° C. for 8 h. After the removal of solid cesium carbonate, the acetonitrile was removed, the residue was reconstituted in 1.2 mL of DMSO and subjected to HPLC purification to obtain the title compound. 1H NMR (500 MHz, DMSO-d6) δ 10.56 (s, 1 H) 7.57 (s, 1 H) 6.92 (s, 1 H) 6.54 (s, 1 H) 3.92-3.93 (d, J=5.00 Hz, 2 H) 2.94 (s, 2 H) 1.42 (s, 6 H) 0.55-0.60 (m, 2 H) 0.30-0.35 (m, 1H); LCMS for C19H23N3O3 m/z 342 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119624B2
Source datasetuspto-grants-2012_02
ORD IDord-d7fc137c51c943c09b739881f120ce24
Source noteuspto-grants-2012_02