HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → Tert-butyl (z)-((6-(chloro(hydroxyimino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | tert-butyl N-[[6-[(E)-hydroxyiminomethyl]-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl]carbamate | HCID 135987477 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl (z)-((6-(chloro(hydroxyimino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)carbamate | HCID 135987468 | 97% |
Reaction Steps
Dissolved (E)-tert-butyl (6-((hydroxyimino)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate (200 mg, 0.684 mmol) in 25 mL of DMF and added 1-chloropyrrolidine-2,5-dione (95.9 mg, 0.718 mmol). Let stir at rt for 2 h. Poured reaction mixture onto water (20 mL) and extracted with ether (3×20 mL). Washed organics with water (2×20 mL), brine (1×20 ml), dried over sodium sulfate, filtered and concentrated. Title compound used without further purification (220 mg, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524900B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-eb0251f2793b4ef6ad5ae5dcdedaa13f |
| Source note | uspto-grants-2013_09 |