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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750704Generated: November 1, 2026

2-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acid → 2-(3-Methyl-1,2,4-oxadiazol-5-yl)-N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide

https://huagongshe.com/reaction/1750704

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acidHCID 23146305—
Reactant(1S,2S)-1-Methyl-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamineHCID 118308048—
ReactantN-[(1S,2S)-2-Methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-3-(pyrimidin-2-yl)pyridine-2-carboxamideHCID 118308050—
Product2-(3-Methyl-1,2,4-oxadiazol-5-yl)-N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamideHCID 118308306—

Reaction Steps

Prepared according to the procedure for N-[(1S,2S)-2-methyl-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-3-(pyrimidin-2-yl)pyridine-2-carboxamide (Example 144) from (1S,2S)-1-methyl-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine (Intermediate 25; 190 mg, 0.73 mmol) and 2-(3-methyl-1,2,4-oxadiazol-5-yl)benzoic acid (CAS number 475105-77-2; 179 mg, 0.88 mmol). After work-up, the crude material was loaded directly on to a cation/anion mixed mode cartridge, eluted with DCM and concentrated in vacuo. This was then recrystallised from MTBE to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156829B2
Source datasetuspto-grants-2015_10
ORD IDord-d71218aa8e1e4d3b9d1e5769e2a22a0d
Source noteuspto-grants-2015_10