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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84820Generated: October 26, 2026

Potassium Carbonate → (R)-3-(benzyloxy)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)propanamide

https://huagongshe.com/reaction/84820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-Methylisothiazol-5-ylamine hydrochlorideHCID 2723918—
Reactant(R)-3-(benzyloxy)-2-(3-bromo-4-cyanophenylamino)propanamideHCID 67509048—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product(R)-3-(benzyloxy)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)propanamideHCID 67508575—

Reaction Steps

A mixture of (R)-3-(benzyloxy)-2-(3-bromo-4-cyanophenylamino)propanamide (66 mg, 0.176 mmol), 5-amino-3-methylisothiazole hydrochloride (35 mg, 0.232 mmol), BINAP (20 mg, 0.032 mmol), Pd(OAc)2 (15 mg, 0.066 mmol) and K2CO3 (100 mg, 0.724 mmol) in dioxane (2 mL) was degassed with Ar, then was stirred at 120 C for 18 h. Water and EtOAc were added. After being filtered, the organic phase was separated, dried over Na2SO4, concentrated in vacuo to give (R)-3-(benzyloxy)-2-(4-cyano-3-(3-methylisothiazol-5-ylamino)phenylamino)propanamide as a crude residue (73 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-ee9c804564a44c41bf0c32cde782aaff
Source noteuspto-grants-2014_09