Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916250Generated: November 1, 2026

Benzoic Acid → HCID 178518118, compound

https://huagongshe.com/reaction/916250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantPiperidineHCID 8082—
Reactant1,5-Naphthyridine-2-carbaldehydeHCID 11586336—
ReactantHCID 178516943HCID 178516943—
SolventTolueneHCID 1140—
ProductHCID 178518118HCID 17851811836.9%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a suspension of 2-[2-(3-fluoro-phenyl)-ethylamino]-thiazol-4-one (38.1 mg, 0.16 mmol), and 1,5-naphthyridine-6-carboxaldehyde (31.6 mg, 0.2 mmol) in toluene (1 mL) in a microwave tube were added benzoic acid (2.0 mg, 0.02 mmol) and piperidine (1.7 uM, 0.02 mmol). The reaction mixture was heated to 130° C. with microwave for 10 min., then cooled to r.t. and diluted with toluene. The solid was collected by filtration and washed with toluene, MeOH and ether to give 2-[2-(3-fluoro-phenyl)-ethylamino]-5-[1,5]naphthyridin-2-ylmethylene-thiazol-4-one as a brown solid (22.3 mg, 36.9%). HR-ES (+) m/e calcd. for C20H15FN4OS: (M+H)+ 379.1024. Found: 379.1024.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268231B2
Source datasetuspto-grants-2007_09
ORD IDord-20fcff506c314a4f956082f20a234cf4
Source noteuspto-grants-2007_09