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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911018Generated: October 29, 2026

Methyl 3-mercaptopropionate → HCID 24826835, compound

https://huagongshe.com/reaction/911018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-mercaptopropionateHCID 18050—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 24826754HCID 24826754—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 24826835HCID 24826835—

Reaction Conditions

Temperature100 °C

Reaction Steps

A 25 mL round-bottomed flask is charged with N-(5-bromo-4-(2,6-difluorophenoxy)pyridin-2-yl)-4-methylthiazol-2-amine (398 mg, 1.00 mmol), Pd2dba3 (22.1 mg, 0.024 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (27.9 mg, 0.048 mmol), N-ethyl-N-isopropylpropan-2-amine (0.33 mL, 1.9 mmol), methyl 3-mercaptopropanoate (0.12 mL, 1.1 mmol), and dioxane (10 mL). The reaction mixture is heated at 100° C. under nitrogen for 2 hours, then cooled to room temperature, filtered and concentrated. The residue is purified via chromatography, eluting with 40% EtOAc in hexanes, to afford methyl 3-(4-(2,6-difluorophenoxy)-6-(4-methylthiazol-2-ylamino)pyridin-3-ylthio)propanoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022222B2
Source datasetuspto-grants-2011_09
ORD IDord-ff890f7b7869499f8c662fdab3ae2597
Source noteuspto-grants-2011_09