Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189200Generated: October 30, 2026

Water → HCID 136068436, compound

https://huagongshe.com/reaction/2189200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(2-Hydroxyphenyl)boronic acidHCID 2773454—
ReactantHCID 58394337HCID 58394337—
CatalystPalladiumHCID 23938—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 136068436HCID 13606843689%

Reaction Steps

A mixture of (S)-tert-butyl 3-(2-chloro-5-phenylpyrimidin-4-ylamino)pyrrolidine-1-carboxylate (0.153 g, 0.408 mmol), 2-hydroxyphenylboronic acid (0.169 g, 1.24 mmol), palladium catalyst (0.013 g, 0.020 mmol) and 1 M aqueous Na2CO3 (0.82 mL, 0.82 mmol) in DME (4 mL) was refluxed for 24 hours. After cooling, water (50 mL) was added and the aqueous phase was extracted with diethyl ether (3×50 mL). The combined organic extracts were dried (MgSO4) and concentrated. The crude product was purified by silica gel chromatography (40% ethyl acetate/hexanes) to give the title compound as an oil (0.156 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324226B2
Source datasetuspto-grants-2012_12
ORD IDord-f3da3bb1066140859a5c0acff2ddf49e
Source noteuspto-grants-2012_12