HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 68157595, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,4-Difluoronitrobenzene | HCID 67967 | — |
| Reactant | 2-Methyl-2H-pyrazol-3-ylamine | HCID 136927 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68157595 | HCID 68157595 | 80.6% |
Reaction Steps
Potassium tert-butoxide (1.16 g, 10.3 mmol) was added to a solution of 2-methyl-2H-pyrazol-3-ylamine (0.50 g, 5.15 mmol) in THF (10 mL) at 0° C. under nitrogen and the resultant mixture stirred for 15 min. 2,4-difluoro-1-nitrobenzene (0.98 g, 6.18 mmol) in THF (5 mL) was added and stirring continued for 2 h. The reaction mixture was poured into saturated aqueous ammonium chloride solution and extracted with EtOAc (×3). The combined EtOAc extracts were dried (Na2SO4) and concentrated in vacuo. The resultant residue was purified by chromatography (SiO2, 0-2% methanol in DCM) to give the title compound as a yellow/brown crystalline solid (0.98 g, 80%). LCMS (Method C): RT 2.98 min [M+H]+ 237.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-e912b7a959664847af29bdd9a0174a5e |
| Source note | uspto-grants-2014_02 |