HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 70856623, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4,5-Dimethyl-6-(methylthio)pyridazin-3-amine | HCID 71742686 | — |
| Reactant | tert-Butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate | HCID 86691038 | — |
| Solvent | Butyronitrile | HCID 8008 | — |
| Product | HCID 70856623 | HCID 70856623 | 19% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
A mixture of crude tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate [that was prepared in a manner analgous to that described for Intermediate Example Int-1-A] (540 mg, ˜80% purity, 0.970 mmol, 1.0 eq), 4,5-dimethyl-6-(methylsulfanyl)-pyridazin-3-amine (that was prepared in a manner analgous to that described for Intermediate Example Int-35, Step 1, 181 mg, ˜50% purity, 1.07 mmol, 1.1 eq) and N,N-diisopropylethylamine (170 μL, 0.970 mmol, 1.1 eq) in butyronitrile (4.7 mL) was heated for 4 hours at 125° C. On cooling the reaction mixture was concentrated in vacuo. The crude mixture was purified via reversed phase preparative HPLC to give 105 mg (19% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206185B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-30b75765495b4e5db48e5a1ddc7ac418 |
| Source note | uspto-grants-2015_12 |