HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035545Generated: October 26, 2026
4-Aminopyridine → 4-Benzylamino-6-(pyridin-4-ylamino) pyridine-3-carboxyamide
https://huagongshe.com/reaction/2035545
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | (1-Benzylpyrrolidin-2-yl)methanamine | HCID 9855700 | — |
| Reactant | 4-Benzylamino-6-chloropyridine-3-carboxyamide | HCID 131730930 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Benzylamino-6-(pyridin-4-ylamino) pyridine-3-carboxyamide | HCID 131731009 | 16% |
Reaction Steps
25 mg of 4-benzylamino-6-chloropyridine-3-carboxyamide (the compound of Example 1) was dissolved in 0.5 ml of toluene, to which 13.5 mg of 4-aminopyridine, 2 mg of palladium (II) acetate, 248 mg of potassium carbonate and 11 mg of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl were added, and stirred at 100° C. for 28 hours. After cooling, the insoluble substances were filtered off, the filtered product was washed with toluene, combined with the filtrate, and the solvent was evaporated. The residue obtained was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain 4.8 mg (yield 16%) of the title compound as a slight yellow crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575153B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-31071e56a1de4f03a46aed7b444fcafc |
|---|
| Source note | uspto-grants-2013_11 |
|---|