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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802247Generated: October 30, 2026

Cesium carbonate → HCID 67774787, compound

https://huagongshe.com/reaction/1802247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl carbamateHCID 77922—
Reactant2,7-Dibromo[1,2,4]triazolo[1,5-a]pyridineHCID 67774274—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67774787HCID 6777478776.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

To an argon purged solution of 2,7-dibromo-[1,2,4]triazolo[1,5-a]pyridine (6.00 g, 21.7 mmol) in dioxane (222 ml) were added tert-butyl carbamate (3.05 g, 26.0 mmol), cesium carbonate (9.88 g, 30.3 mmol), tris(dibenzylideneacetone) dipalladium(0) (397 mg, 433 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (501 mg, 867 μmol). The resulting mixture was heated to 100° C. and stirred for 18 hours under argon atmosphere. The material was applied on silicagel and purified by flash chromatography over a 20 g silicagel column using heptane/ethyl acetate 10-70% as eluent affording (2-bromo-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-carbamic acid tert-butyl ester (5.19 g, 76.5%) as a light yellow solid. MS: m/z=313.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349824B2
Source datasetuspto-grants-2013_01
ORD IDord-29fb6237410946da97952206e75f193a
Source noteuspto-grants-2013_01