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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201139Generated: October 29, 2026

Cesium carbonate → HCID 69285072, compound

https://huagongshe.com/reaction/2201139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPyridine-2-boronic acid, pinacol esterHCID 11241171—
Reactant(R)-tert-butyl 1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamateHCID 67516556—
CatalystCuprous chlorideHCID 62652—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDimethylformamideHCID 6228—
ProductHCID 69285072HCID 6928507233.5%

Reaction Steps

A mixture of (R)-tert-butyl 1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamate (970 mg, 2.48 mmol), pyridine-2-boronic acid pinacol ester (505 mg, 2.46 mmol), dppf (275 mg, 0.496 mmol), Cs2CO3 (1.00 g, 3.06 mmol), Pd(OAc)2 (56 mg, 0.249 mmol) and CuCl (25 mg, 0.252 mmol) in DMF (10 mL) was degassed with argon, then was stirred at 100 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, which was eluted with 20-100% EtOAc in hexane to give (R)-tert-butyl 1-amino-1-oxo-3-(4-(pyridin-2-yl)phenyl)propan-2-ylcarbamate (281 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359375B2
Source datasetuspto-grants-2016_06
ORD IDord-fd5da5a078904334889e0b93d4f5719e
Source noteuspto-grants-2016_06