HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Aminoimidazolidin-2-one → 1-[(E)-1-[3-[difluoro(quinolin-6-yl)methyl]-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]ethylideneamino]imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Aminoimidazolidin-2-one | HCID 181697 | — |
| Reactant | 1-(3-(Difluoro(quinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone | HCID 58190468 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-[(E)-1-[3-[difluoro(quinolin-6-yl)methyl]-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]ethylideneamino]imidazolidin-2-one | HCID 71699897 | 32.1% |
Reaction Steps
A solution of 1-(3-(difluoro(quinolin-6-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone (20 mg, 0.059 mmol) and 1-aminoimidazolidin-2-one (12 mg, 0.12 mmol) in MeOH was stirred at room temperature for overnight. Solvent was evaporated and the crude product was purified on flash chromatography (CH2Cl2:MeOH 9:1) to give the title compound as a white solid (8 mg, 32%). 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.98 (s, 1H), 8.52 (d, 1H), 8.43 (s, 1H), 8.26 (d, 2H), 8.19 (m, 1H), 8.06 (d, 1H), 7.66 (d, 1H), 3.55 (t, 2H), 3.38 (t, 2H), 2.30 (s, 3H). LCMS (method A): [MH]+=423.0, tR=4.63 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497368B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ae0837598c084d929a9da333043bc6bb |
| Source note | uspto-grants-2013_07 |