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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72549Generated: October 29, 2026

O-Methylhydroxylamine hydrochloride → 4-(1-(5-Chloro-2-(3-((3-fluorophenyl)(methoxyimino)methyl)azetidin-1-yl)nicotinamido)cyclopropyl) benzoic acid

https://huagongshe.com/reaction/72549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
ReactantHCID 57378225HCID 57378225—
SolventPyridineHCID 1049—
Product4-(1-(5-Chloro-2-(3-((3-fluorophenyl)(methoxyimino)methyl)azetidin-1-yl)nicotinamido)cyclopropyl) benzoic acidHCID 7653043922.9%

Reaction Steps

4-(1-(5-chloro-2-(3-(3-fluorobenzoyl)azetidin-1-yl)nicotinamido)cyclopropyl)benzoic acid (E25) (12.6 mg, 0.025 mmol) was dissolved in dry pyridine (1.2 ml) then O-methylhydroxylamine hydrochloride (4.3 mg, 0.051 mmol) was added and the resulting mixture was stirred at room temperature for 60 h. Solvents were evaporated in vacuo, and the residue was diluted with water (5 ml) and extracted with ethylacetate (3×20 ml). Collected organics, after solvent evaporation, afforded a residue that was washed with methanol and dried in vacuo to afford the title compound (E26) (D021/092/2) (3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828987B2
Source datasetuspto-grants-2014_09
ORD IDord-c3d7c6b4b75f47ed8e702c3a4fe3ca59
Source noteuspto-grants-2014_09