HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 58456398, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | HCID 67248187 | HCID 67248187 | — |
| Solvent | 2-Methyltetrahydrofuran | HCID 7301 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 58456398 | HCID 58456398 | — |
Reaction Steps
The product of Step 1 (396 mg, 0.741 mmol) was dissolved in Mg (3.50 mL). To this solution was added HATU (563 mg, 1.482 mmol) and DIPEA (0.776 mL, 4.44 mmol), followed by ammonium chloride (119 mg, 2.222 mmol). Reaction was complete after stirring 1 hour at room temperature. The reaction mixture was diluted with saturated NaHCO3(aq) and 2-MeTHF. The phases were separated and the organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated to dryness. The mixture of syn and anti iomers was diluted in DMSO was purified by reversed phase HPLC (C18 column; MeCN/water with 0.1% TFA added) to yield:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551984B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-5d550d22b5f54cd0b4e262fc021eef38 |
| Source note | uspto-grants-2013_10 |