HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 68488356, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(2-Methoxyphenoxy)ethyl amine | HCID 1713005 | — |
| Reactant | 1-{[4-(7-Methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester | HCID 20765316 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68488356 | HCID 68488356 | — |
Reaction Steps
To a solution of 12 (0.06 mmol) in THF (2 mL), was added a large excess of NaHCO3 (s) and a solution of phosgene in toluene (0.078 mmol). After 10 min of agitation the slurry was filtered and concentrated to dryness. The solid was redissolved in dichloromethane and a large excess of NaHCO3 (s) and 2-(2-methoxy-phenoxy)-ethylamine (15 mg, 0.09 mmol) was added. The slurry was agitated for 30 hrs at RT. The slurry was filtered, concentrated to dryness, redissolved in MeOH and subjected HPLC purification to give the title compound (10.6 mg, 0.015 mmol). Purity by HPLC >95%. M+H+695.17.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608590B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-7d65f8e888fb4866a765cf62061a6a60 |
| Source note | uspto-grants-2009_10 |