HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-Cyclopropyl-3-(1-isopropylphthalazin-6-yl)-4-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(1-Isopropylphthalazin-6-yl)-4-methylbenzoic acid | HCID 68452293 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-Cyclopropyl-3-(1-isopropylphthalazin-6-yl)-4-methylbenzamide | HCID 68452802 | — |
Reaction Steps
A 10-mL round-bottom flask was charged with 3-(1-isopropylphthalazin-6-yl)-4-methylbenzoic acid (32 mg, 0.10 mmol), HATU (60 mg, 0.157 mmol), and N,N-dimethylformamide (0.5 mL), followed by cyclopropylamine (0.03 mL, 0.52 mmol). The resulting golden yellow mixture was stirred at RT for 18 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine, then dried (MgSO4) and concentrated in vacuo. CombiFlash purification (20% to 70% ethyl acetate in Hexane) afforded the title compound as an off-white amorphous solid. MS (ES+): 346.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759337B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-73a52676640b4e7ba6c84383ea6ae339 |
| Source note | uspto-grants-2010_07 |