Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915581Generated: October 31, 2026

Cesium carbonate → HCID 58958591, compound

https://huagongshe.com/reaction/915581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 2-bromobenzoateHCID 11894—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 58958606HCID 58958606—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 58958591HCID 5895859158.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3-cyclopentyl-1-(2-methylphenyl)-1H-pyrazol-5-amine (Intermediate B, 400 mg, 1.66 mmol), methyl 2-bromobenzoate (297 mg, 1.38 mmol), cesium carbonate (630 mg, 1.93 mmol), BINAP (87 mg, 0.14 mmol), and Pd2(dba)3 (72 mg, 0.07 mmol) in anhydrous toluene (4 mL) was heated to 110° C. for 16 h under an argon atmosphere. The reaction mixture was cooled to rt, diluted with ethyl acetate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using EtOAc/Hex (1:8, v/v) as the eluent. The product was obtained as a light yellow oil (303 mg, 58%). ES-MS m/z 376.3 (MH+); HPLC RT (min) 3.94.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265144B2
Source datasetuspto-grants-2007_09
ORD IDord-2ac408fa649f4f2f8dfe08b9f4c83e7c
Source noteuspto-grants-2007_09