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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080210Generated: October 31, 2026

Trifluoroacetic acid → HCID 58388093, compound

https://huagongshe.com/reaction/2080210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzylamineHCID 7504—
ReactantDiisopropylethylamineHCID 81531—
ReactantA-101HCID 188218—
Reactant2-aminochloro-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamideHCID 23130498—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 58388093HCID 5838809314%

Reaction Conditions

Temperature135 °C

Reaction Steps

To a solution of 2-amino-6-chloro-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide described in Example A-101 (110 mg, 0.31 mmol) in dimethylsulfoxide (1 mL) were added benzylamine (1.8 mL, 16.5 mmol) and N,N-diisopropylethylamine (0.5 mL, 2.94 mmol), and the solution was stirred for 17 hours at 135° C. Water was added to the reaction mixture, which was then extracted with ethyl acetate, the organic layer was sequentially washed with water and brine, dried over anhydrous sodium sulfate, and then, concentrated in vacuo. The obtained residue was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and the title compound (23.4 mg, 0.0429 mmol, 14%) was obtained as a trifluoroacetic acid salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-97c968943c0d4a988082cfc0aff8108f
Source noteuspto-grants-2011_04