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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347631Generated: October 30, 2026

Water → 6-(tert-Butoxycarbonylamino-methyl)-nicotinic acid

https://huagongshe.com/reaction/347631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 21083282HCID 21083282—
SolventTetrahydrofuranHCID 8028—
Product6-(tert-Butoxycarbonylamino-methyl)-nicotinic acidHCID 21835426—

Reaction Steps

To a solution of methyl 6-(tert-butyloxycarbonylaminomethyl)nicotinate from Example G3 (1.56 g, 5.84 mmol) in THF (20 ml) and water (5 ml) was added lithium hydroxide monohydrate (0.37 g, 8.76 mmol). The mixture was stirred at room temperature for 18 h and then concentrated in vacuo. The aqueous residue was acidified by addition of 1M citric acid solution and extracted with chloroform/IPA (3 times). The combined organic extracts were washed with brine, dried over MgSO4, and evaporated in vacuo to give a white solid; yield 1.38 g (94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176195B2
Source datasetuspto-grants-2007_02
ORD IDord-b3abb23d58434fa19710a21f1d4a47fb
Source noteuspto-grants-2007_02