HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080276Generated: October 27, 2026
Dimethylformamide → 6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide
https://huagongshe.com/reaction/2080276
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-Fluorophenyl)ethanamine | HCID 533928 | — |
| Reactant | 2,6-dichloro-N-(pyridin-3-ylmethyl)pyridine-3-carboxamide | HCID 17587483 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide | HCID 59738223 | 46% |
Reaction Steps
A mixture of 2,6-dichloro-N-(pyridin-3-ylmethyl)nicotinamide (20.4 g, 72.3 mmol), 3-fluorophenethyl amine (11.1 g, 79.5 mmol), K2CO3 (20 g 145 mmol) and DMF (200 mL) was stirred at 100° C. for 10 hours. The mixture was diluted with ethyl acetate (2×300 mL) and washed with saturated ammonium chloride, sodium bicarbonate and brine. The organic layers were combined, dried (MgSO4) and concentrated. The residue was purified by silica gel chromatography to give 6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide (12.6 g, 46%). LRMS (M+H+) m/z 385.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932270B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-60903f7240f44134907988e09c2c190b |
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| Source note | uspto-grants-2011_04 |
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