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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409851Generated: October 27, 2026

Tetrahydrofuran → (3R)-N-methyl-1-({5-[4-methyl-5-(trifluoromethyl)isoxazol-3-yl]thien-2-yl}carbonyl)piperidine-3-carboxamide

https://huagongshe.com/reaction/1409851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(3R)-N-methylpiperidine-3-carboxamideHCID 7175805—
Reactant5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acidHCID 25210997—
SolventTriethylamineHCID 8471—
Product(3R)-N-methyl-1-({5-[4-methyl-5-(trifluoromethyl)isoxazol-3-yl]thien-2-yl}carbonyl)piperidine-3-carboxamideHCID 2521220786%

Reaction Steps

Prepared from 5-(5-Trifluoromethyl-4-methyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and (3R)—N-methylpiperidine-3-carboxamide (Preparative Example 31) by the method described in Example 2 Method B reversing the order of addition such that solid acid chloride was added to a THF solution of triethylamine and (3R)—N-methylpiperidine-3-carboxamide. After 3 hr the reaction mixture was evaporated in vacuo and filtered with the aid of water. The resulting solids were then washed with a 1 N aqueous HCl solution followed by water. The material was air dried to afford product as a colorless solid (157 mg, 86%). LC/MS 6.00 min, [M+1]+ 402.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921399B2
Source datasetuspto-grants-2014_12
ORD IDord-d5dbe58c295e4d93b2cd0b8226c3a0fd
Source noteuspto-grants-2014_12