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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466182Generated: October 26, 2026

Dimethylformamide → HCID 178523896, compound

https://huagongshe.com/reaction/1466182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant5-Aminopyridin-3-olHCID 2762895—
ReactantHCID 86710861HCID 86710861—
SolventEthyl AcetateHCID 8857—
ProductHCID 178523896HCID 178523896—

Reaction Conditions

Temperature65 °C

Reaction Steps

N1-((Ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine (43 mg, 0.278 mmol), 3,4-difluoro-N-((3-(trifluoromethyl)phenyl)carbamothioyl)benzamide (100 mg, 0.278 mmol) and 5-aminopyridin-3-ol (31 mg, 0.278 mmol) and were combined in a glass vial and dry dimethylformamide (1.5 mL) was added. The vial was capped and the mixture was heated at 65° C. for 2 h. After cooling the mixture to room temperature, the mixture was diluted with ethyl acetate and washed with water then brine. The organic layer was evaporated onto silica gel and the product was purified by chromatography eluting with 50-100% ethyl acetate in hexanes to give (Z)-3,4-difluoro-N-(((5-hydroxypyridin-3-yl)amino)((3 (trifluoromethyl)phenyl)amino)methylene)benzamide as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000014B2
Source datasetuspto-grants-2015_04
ORD IDord-c4823aeb7e2c4781af49183a6e05a0a2
Source noteuspto-grants-2015_04