HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 86693907, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | (1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane | HCID 11521263 | — |
| Reactant | 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid | HCID 24811740 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86693907 | HCID 86693907 | 194.7% |
Reaction Steps
2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid (400 mg, 1.32 mmol), (1S,4S)-tert-butyl 2,5-diazabicyclo[2,2,1]heptane-2-carboxylate (665 mg, 3.35 mmol), HATU (1.02 g, 2.68 mmol), and DI PEA (1.2 ml, 6.7 mmol) were dissolved in DMF (25 ml) and stirred at room temperature for 72 h. The reaction mixture was partitioned between DCM and water (50 ml each), and the organic phase was washed with aqueous sodium bicarbonate and brine, dried over sodium sulphate, filtered, and concentrated to get the crude product (1.23 g) as brown oil, used in next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999985B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-5b9abd55b0d64042afb250070643765a |
| Source note | uspto-grants-2015_04 |