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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877984Generated: October 29, 2026

Ethyl Acetate → N-Methyl-N-(2-methyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-3'-yl)-3,5-bis-trifluoromethyl-benzamide

https://huagongshe.com/reaction/877984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Bis(trifluoromethyl)benzoyl chlorideHCID 101856—
ReactantMethyl-(2-methyl-3,4,5,6-tetrahydro-2H-[1,4]bipyridinyl-3'-yl)-amine trifluoroacetic acid saltHCID 70663603—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductN-Methyl-N-(2-methyl-3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-3'-yl)-3,5-bis-trifluoromethyl-benzamideHCID 8667069126%

Reaction Steps

Methyl-(2-methyl-3,4,5,6-tetrahydro-2H[1,4′]bipyridinyl-3′-yl)-amine trifluoroacetic acid salt was dissolved in CH2Cl2 (2 mL) and treated with DIPEA (100 μL, 0.59 mmol) and 3,5-bis-trifluoromethylbenzoyl chloride (76 mg, 0.28 mmol, CAS RN 1271-19-8). The reaction mixture was loaded directly on a silica gel column and the title product (23 mg, 26% over two steps) was isolated by elution with 66% EtOAc in n-hexane. MS (ESI): m/z=445.9 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-9ee12cca3cbd4fb48d6ef395c28de5a9
Source noteuspto-grants-2015_03