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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200093Generated: November 1, 2026

Cesium carbonate → HCID 90020504, compound

https://huagongshe.com/reaction/2200093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantCyclopropanecarboxamideHCID 80376—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-Chloro-6-(4-nitrophenoxy)pyrimidineHCID 14363850—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90020504HCID 9002050446.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

Mix 4-chloro-6-(4-nitrophenoxyl)pyrimidine (10.6 g, 39.68 mmol), cyclopropanecarboxamide (8.7 g, 99.2 mmol) and 1,4-dioxane (150 mL). Then under N2, add tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 1.8 g, 1.98 mmol], (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP, 2.5 g, 3.97 mmol), Cs2CO3 (32 g, 99.5 mmol), and stir at 100° C. for 12 hrs. Cool to room temperature, filter, concentration and purification by chromatography (silica gel, DCM:EtOAc=1:5) afford the title compound (5.5 g, 43.6%). MS: (M+1): 301.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-fe265f6ee938480b9a6ffa982fda3dcc
Source noteuspto-grants-2016_06