HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy cinnamic acid → 5-[(R)-2-(2-{4-[4-(2-amino-2-methyl-propoxy)-phenylamino]-phenyl}-ethylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one 4-methoxy cinnamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy cinnamic acid | HCID 13245 | — |
| Reactant | 5-[(R)-2-(2-{4-[4-(2-amino-2-methyl-propoxy)-phenylamino]-phenyl}-ethylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one | HCID 11169365 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[(R)-2-(2-{4-[4-(2-amino-2-methyl-propoxy)-phenylamino]-phenyl}-ethylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one 4-methoxy cinnamate | HCID 68458897 | — |
Reaction Steps
5-[(R)-2-(2-{4-[4-(2-amino-2-methyl-propoxy)-phenylamino]-phenyl}-ethylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one (0.101 g) was slurried in aqueous tetrahydrofuran (1:1 THF:H2O vol/vol, 1.2 mL). 4-Methoxycinnamic acid (0.036 g, predominantly trans) was added to the mixture. A solution formed before crystallisation spontaneously occurred. The resultant slurry was stirred overnight at room temperature and then filtered. The filtered solid was washed with aqueous tetrahydrofuran (1:1 THF:H2O vol/vol, 3×0.2 mL) and dried at 45° C. in vacuo overnight to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772250B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-e8dbd62057324b3c87e87afe5b7a6efc |
| Source note | uspto-grants-2010_08 |