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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216936Generated: October 31, 2026

Sodium Carbonate → HCID 59568617, compound

https://huagongshe.com/reaction/216936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,4-Difluorobenzeneboronic acidHCID 2734337—
Reactant(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 59568595—
SolventAcetonitrileHCID 6342—
ProductHCID 59568617HCID 59568617104.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 300 mg) and 3,4-difluorophenylboronic acid (92 mg) in acetonitrile (8 mL) were treated with aqueous sodium carbonate solution (2M, 0.58 mL) and nitrogen was bubbled through the reaction mixture. 1,1 bis(Di-tert-butylphosphino)ferrocene palladium dichloride (8 mg) was added and the mixture was heated at 85° C. for 18 h. The mixture was purified by chromatography on silica eluting with 50-100% ethyl acetate/isohexane as eluent to yield the sub-titled compound (305 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-ec90f6832db246d6b644e4b11638cd65
Source noteuspto-grants-2012_06