HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407971Generated: October 29, 2026
Diisopropylethylamine → (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1'-(5-chloropyrazin-2-yl)-[1,4'-bipiperidin]-2-one
https://huagongshe.com/reaction/407971
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Dichloropyrazine | HCID 336224 | — |
| Reactant | (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1,4'-bipiperidin-2-one hydrochloride | HCID 67470474 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1'-(5-chloropyrazin-2-yl)-[1,4'-bipiperidin]-2-one | HCID 86688109 | 42.2% |
Reaction Steps
A flask was charged with (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1,4′-bipiperidin-2-one hydrochloride (0.075 g, 0.18 mmol), 2,5-dichloropyrazine (0.030 g, 0.20 mmol), Hunig's base (0.095 mL, 0.54 mmol), and DMF (3 mL). The reaction was stirred at 100° C. overnight. The organic solvents were removed under reduced pressure. The residue was purified using silica gel column chromatography with 50-100% ethyl acetate in hexanes to provide (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-1′-(5-chloropyrazin-2-yl)-[1,4′-bipiperidin]-2-one (0.037 g, 0.076 mmol, 42% yield) as yellow solid. Mass spectrum (apci) m/z=489.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08754226B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-5f12a1f812d6485ab572c4b08c4deead |
|---|
| Source note | uspto-grants-2014_06 |
|---|