HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 71293407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 71293468 | HCID 71293468 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71293407 | HCID 71293407 | 62.4% |
Reaction Steps
Intermediate 17 (57 mg, 0.11 mmol) was dissolved in DMF (1 mL), and then diisopropylethylamine (56 μL, 0.33 mmol) and HATU (63 mg, 0.17 mmol) were added. The reaction mixture was stirred at RT for 30 minutes, then N, N, N-trimethylpropanediamine (49 μL, 0.33 mmol) was added, and stirring was continued for a further 2 hours. The reaction mixture was partitioned between EtOAc and water. The organic layer was separated, and the aqueous layer further extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4) and evaporated in vacuo. The resulting residue was purified by silica gel chromatography eluting with a gradient of 0-10% (2M NH3 in MeOH) in DCM to yield the title compound as a white solid (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023855B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-7b64339768054d06932ed314205dabf6 |
| Source note | uspto-grants-2015_05 |