HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86721224, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Aminomethyltetrahydropyran | HCID 2773210 | — |
| 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 86721223 | HCID 86721223 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86721224 | HCID 86721224 | 18% |
Reaction Steps
A solution of the compound (54 mg, 0.15 mmol) obtained in step 7, HATU (66.3 mg, 0.17 mmol), DIEA (0.030 mL, 0.17 mmol) and (tetrahydro-2H-pyran-4-yl)methanamine (0.020 mL, 0.17 mmol) in DMF (2 mL) was stirred at room temperature for 3 days. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, aqueous sodium hydrogen carbonate solution and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 80→100% ethyl acetate/hexane) to give the title compound (12 mg, 0.026 mmol, 18%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156837B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-6c7becab792d45519bb818dc36aecb5a |
| Source note | uspto-grants-2015_10 |