HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 58303896, 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 58303983 | HCID 58303983 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58303896 | HCID 58303896 | 84% |
Reaction Steps
To the solution of 9-3 (150 mg, 0.45 mmol), HATU (260 mg, 0.68 mmol) and NH4Cl (26 mg, 0.49 mmol) in THF (10 mL) was added DIPEA (147 mg, 0.57 mmol) at 0° C. The mixture was stirred overnight at room temperature. The mixture was diluted with ethyl acetate (30 mL) and washed with brine twice. The combined organic layers were dried over anhydrous sodium sulfate. After filtration and concentration, the obtained residue was purified by flash chromatography (Silica gel, DCM:MeOH) to afford 9-4 (90 mg, 84%) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912220B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-870e2ba17c8d4d17a621f2d2e349ce91 |
| Source note | uspto-grants-2014_12 |