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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750597Generated: November 3, 2026

3-Ethoxy-6-methylpyridine-2-carboxylic acid → 3-Ethoxy-6-methyl-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamide

https://huagongshe.com/reaction/1750597

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Ethoxy-6-methylpyridine-2-carboxylic acidHCID 22923857—
Reactant(1S,2S)-1-N-[5-(Trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochlorideHCID 118308118—
Reactant3-Bromo-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamideHCID 118308278—
Product3-Ethoxy-6-methyl-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamideHCID 118308273—

Reaction Steps

Prepared according to the procedure for 3-bromo-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]pyridine-2-carboxamide (Example 28) from (1S,2S)-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (Intermediate 14, 75 mg, 0.27 mmol) and 3-ethoxy-6-methylpyridine-2-carboxylic acid (CAS number 1228188-14-4; 58 mg, 0.32 mmol) and was then purified by column chromatography (silica, 40-100% ethyl acetate/petrol) followed by partitioning between ethyl acetate and a saturated solution of sodium bicarbonate. The organics were filtered through a hydrophobic frit and concentrated in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156829B2
Source datasetuspto-grants-2015_10
ORD IDord-b9c49e6aab3d47288fe59ba56f94c9ff
Source noteuspto-grants-2015_10