HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 53241615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 67236120 | HCID 67236120 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53241615 | HCID 53241615 | 48.4% |
Reaction Steps
To a solution of N1-[6-({3-[(1-methylethyl)oxy]phenyl}oxy)-3-pyridinyl]-D-alaninamide (Intermediate 32, 229 mg) and triethylamine (442 mg, 4.38 mmol) in dichloromethane (20 mL) was added a solution of triphosgene (216 mg, 0.73 mmol) in dichloromethane (10 mL) dropwise at 0° C. during 5 minutes. The resulting mixture was stirred at room temperature for 2 hours. The solvent was distilled off and the residue was partitioned between dichloromethane (3 times 50 mL) and water (50 mL). The combined organic layers were washed with brine (3 times 10 mL), dried over sodium sulphate, filtered and concentrated to afford a grey solid, which was purified by silica gel chromatography (PE:EtOAc=2:1) to afford the title compound as a white solid (120 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216967B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-717e9cf6e574467aa5b632553c5caab9 |
| Source note | uspto-grants-2015_12 |