HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylamine → (+/-) N-Cyclopropyl-4-methyl-3-(1-(1,1,1-trifluoropropan-2-yl)phthalazin-6-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | 4-Methyl-3-(1-(1,1,1-trifluoropropan-2-yl)phthalazin-6-yl)benzoic acid | HCID 66675461 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (+/-) N-Cyclopropyl-4-methyl-3-(1-(1,1,1-trifluoropropan-2-yl)phthalazin-6-yl)benzamide | HCID 59726033 | — |
Reaction Steps
A solution of 4-methyl-3-(1-(1,1,1-trifluoropropan-2-yl)phthalazin-6-yl)benzoic acid (86 mg, 239 μmol) in N,N-dimethylformamide (1000 μl) were added HATU (136 mg, 358 μmol) and cyclopropylamine (8 μl, 2387 μmol). The resulting mixture was stirred at RT for 20 h, during which LC-MS indicated conversion to the desired product. The reaction was diluted with EtOAc and washed with water and brine. The organic layer was dried (MgSO4), filtered, and concentrated in vacuo. Preparative HPLC purification (Shimadzu) afforded the title compound as a white amorphous solid. MS (ES+): 400.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101612B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-ebfa37adafc84f40b2823c91bf62c84d |
| Source note | uspto-grants-2012_01 |