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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72465Generated: October 26, 2026

Lithium hydroxide, monohydrate → 5-Chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinic acid

https://huagongshe.com/reaction/72465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 5-chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinateHCID 67958231—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product5-Chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinic acidHCID 67958359111.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of methyl 5-chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinate (D82) (52.1 mg, 0.148 mmol) in a mixture (3:1) 1,4-dioxane/water (1.6 ml), lithium hydroxide monohydrate (9.3 mg, 0.22 mmol) was added and the resulting mixture was heated under microwave irradiation 6 min at 140° C. After solvent evaporation the residue was taken in a mixture water/1M HCl (20 ml/5 ml) and extracted with ethylacetate (3×20 ml). Collected organics after solvent evaporation afforded the title compound (D113) (55.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828987B2
Source datasetuspto-grants-2014_09
ORD IDord-3b10215cf9fa489581d259236e3b278f
Source noteuspto-grants-2014_09