HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,3,4-Tetrazine → HCID 11965780, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2,3,4-Tetrazine | HCID 12443366 | — |
| Reactant | HCID 59164456 | HCID 59164456 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 11965780 | HCID 11965780 | 40.2% |
Reaction Steps
A solution of 2-amino-5-ethynyl-4-trifluoromethyl-benzoic acid methyl ester (150 mg, 0.62 mmol) and tetrazine (55.7 mg, 0.68 mmol) in 1,2-dichloroethane (3 mL) in a sealed tube was heated in the microwave at 130° C. for 40 min and at 120° C. for 40 min. After cooling to r.t., the solvent was removed in vacuo. The residue was purified by flash chromatography (10 g silica gel, hexanes→EtOAc:hexanes (2:3)) to provide 2-amino-5-pyridazin-4-yl-4-trifluoromethyl-benzoic acid methyl ester (74 mg, 40%) as a solid. API-ES: m/z 298 [M+H]+, rt 3.54 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513268B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-b200cd0cacad4b8d9d25a6b22b7138fc |
| Source note | uspto-grants-2013_08 |