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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388135Generated: October 30, 2026

Sodium Carbonate → HCID 136373242, compound

https://huagongshe.com/reaction/388135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
ReactantHCID 86626413HCID 86626413—
ReactantHCID 136414662HCID 136414662—
CatalystCID 53485975HCID 53485975—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 136373242HCID 13637324241.4%

Reaction Steps

tert-Butyl 2-((6-(4-hydroxyphenyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)methyl)pyrrolidine-1-carboxylate, tert-Butyl 2-((6-bromo-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)methyl)pyrrolidine-1-carboxylate (0.5 g., 1.25 mmol), 4-hydroxyphenylboronic acid (0.17 g., 1.25 mmol), dichloro[1,1′-bis(diphenylphosphino) ferrocene]palladium(II) dichloromethane adduct (0.103 g. 0.126 mmol) and sodium carbonate (0.665 g., 6.28 mmol) were reacted for 40 min in 1,4-dioxane (4 mL) according to General Procedure B2 and purified using silica gel chromatography (60% ethyl acetate in hexanes) to afford the title compound (0.21g, 41.4% yield). MS (ESI) m/z 412.4 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-ccca92da2bd84cceaf611f4edde138d9
Source noteuspto-grants-2013_02