HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Pyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 1-[4-(4-Difluoromethoxy-phenoxy)-phenyl]-ethylamine | HCID 58487910 | — |
| Reactant | 1-[(Pyrimidine-5-carbonyl)-amino]cyclopropanecarboxylic acid | HCID 59496291 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Pyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amide | HCID 58487824 | — |
Reaction Steps
376 μL (2.70 mmol) of triethylamine and 0.52 g (1.62 mmol) of TBTU were added to a solution of 0.28 g (1.35 mmol) of 1-[(pyrimidin-5-carbonyl)-amino]-cyclo-propanecarboxylic acid (from 1b) in 5 mL DMF and the mixture was stirred for 5 min at RT. Then 0.42 g (1.50 mmol) of 1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylamine was added and the mixture was stirred for 30 min at ambient temperature. The reaction mixture was purified by chromatography (reversed phase). The acetonitrile was distilled off, the aqueous phase was made basic with ammonia and extracted with dichloromethane. The organic phase was dried and evaporated down.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916589B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-1b7f1da8d8be4e94af0db65b7be0cebc |
| Source note | uspto-grants-2014_12 |