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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713879Generated: October 29, 2026

Water → Methyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}pyridin-3-yl)acetate

https://huagongshe.com/reaction/1713879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}-1-oxidopyridin-3-yl)acetateHCID 59619585—
CatalystZincHCID 23994—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
ProductMethyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}pyridin-3-yl)acetateHCID 59464268—

Reaction Steps

Methyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}-1-oxidopyridin-3-yl)acetate (40 mg, 0.09 mmol) was stirred in THF (1.3 mL) at room temperature and water (1.3 mL) was added. Ammonium chloride (334 mg, 6.24 mmol) was added to the mixture followed by Zn dust (26 mg, 0.38 mmol). The reaction mixture was stirred overnight before diluting with 2 mL DMSO and filtering. The filtrate was purified by preparative HPLC to yield the title compound (Intermediate 102) as a gum; MS m/e MH+ 455.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795283B2
Source datasetuspto-grants-2010_09
ORD IDord-59fcc9332a144c299ed189c0460f2ec8
Source noteuspto-grants-2010_09