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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844714Generated: November 1, 2026

Sodium Carbonate → Ethyl 5-(3,5-di-tert-butylphenyl)-2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1844714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3,5-Di-tert-butylphenyl)boronic acidHCID 11470330—
ReactantEthyl 5-bromo-2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylateHCID 70872970—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 5-(3,5-di-tert-butylphenyl)-2-methyl-1-(piperidin-1-ylsulfonyl)-1H-pyrrole-3-carboxylateHCID 8671913161.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of compound 4b (2.1 g, 5.0 mmol), (3,5-di-tert-butylphenyl)boronic acid (1.9 g, 8.1 mmol), Na2CO3 (1.9 g, 17.9 mmol) and Pd(PPh3)4 (100 mg) in dioxane (50 mL) and H2O (15 mL) was heated to 100° C. for 1 h, evaporated and dissolved in EA. The mixture was washed with water (4×80 mL) and brine, dried with Na2SO4, concentrated and purified by CC to afford compound 4c (1.5 g, 61%) as a right red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946446B2
Source datasetuspto-grants-2015_02
ORD IDord-fa386ef37958475cb1a411af5c0843cd
Source noteuspto-grants-2015_02