HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178476763, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| 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 | Ethyl 4-((R)-amino(4-fluorophenyl)methyl)phenyl(methyl)phosphinate hydrochloride | HCID 117702271 | — |
| Reactant | HCID 178524762 | HCID 178524762 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178476763 | HCID 178476763 | 65.7% |
Reaction Steps
To a stirred solution of 4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylic acid, 8-b, (5.15 g, 25 mmol) and Et3N (6.9 g, 68 mmol) in MeCN (100 ml) was added HATU (9.5 g, 25 mmol). The mixture was stirred for 5 min at room temperature and then compound 18-e (7 g, 23 mmol) was added. The resulting mixture was stirred at room temperature for 1 hour. Then it was concentrated under vacuum and the residue was taken into ethyl acetate followed by washing with 1N HCl. The organic layer was dried over sodium sulfate and concentrated under vacuum. The residue was purified on silica gel chromatography (petroleum ether:ethyl acetate=2/1) to provide the product, 18-f, (8.1 g, 65.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079930B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f6b5e6ba2fcc476abd8a333ba3947c3c |
| Source note | uspto-grants-2015_07 |