HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[(E)-1-[3-[3-(4-methylpiperazin-1-yl)quinolin-6-yl]sulfanyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]ethylideneamino]oxyethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol, 2-(aminooxy)- | HCID 3014186 | — |
| Reactant | 1-(3-(3-(4-Methylpiperazin-1-yl)quinolin-6-ylthio)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethanone | HCID 86696294 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-[(E)-1-[3-[3-(4-methylpiperazin-1-yl)quinolin-6-yl]sulfanyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl]ethylideneamino]oxyethanol | HCID 71537206 | 15% |
Reaction Steps
A solution of (86.2) (120 mg, 0.287 mmol) and 2-(aminooxy)ethanol (44.2 mg, 0.573 mmol) in MeOH (10 ml) was added drops of HCl (3 N) to reach pH about 5 and then stirred at rt for overnight. Solvent was evaporated and the residue was purified by preparative base HPLC (gradient eluent NB from 20/80 to 95/5. mobile phase A: NH4OH/CH3CN 0.05%; mobile phase B: NH4OH/H2O 0.05%) to afford the title compound (20 mg, yield 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062045B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-6076afd0dc924ad3a7a8750a375348df |
| Source note | uspto-grants-2015_06 |