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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643613Generated: October 29, 2026

Sodium Hydroxide → 5-(6-Carboxy-2,2-dimethyl-2,3-dihydro-benzofuran-4-yloxy)-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/1643613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-(6-Methoxycarbonyl-2,2-dimethyl-2,3-dihydro-benzofuran-4-yloxy)-pyridine-2-carboxylic acid tert-butyl esterHCID 59560353—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-(6-Carboxy-2,2-dimethyl-2,3-dihydro-benzofuran-4-yloxy)-pyridine-2-carboxylic acidHCID 59560138124.8%

Reaction Steps

To a solution of 5-(6-methoxycarbonyl-2,2-dimethyl-2,3-dihydro-benzofuran-4-yloxy)-pyridine-2-carboxylic acid tert-butyl ester (163a) (110 mg, 0.275 mmol) in 2 mL MeOH and 1 mL THF was added 1N aqueous NaOH (0.55 mL, 0.55 mmol). The mixture was stirred at room temperature overnight, heated at 60° C. for 6 hr, then concentrated, acidified to pH ˜3 with 1N aqueous HCl, extracted with 3×EtOAc, dried over Na2SO4, and concentrated to give 113 mg white solid. LCMS for C17H15NO6 m/z 330.00 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119624B2
Source datasetuspto-grants-2012_02
ORD IDord-ea79d0d3bc0d4201a20e62af085cd79e
Source noteuspto-grants-2012_02