HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 4-isocyanatobutyrate | HCID 3445674 | — |
| Reactant | 5-(3-Fluoro-4-(methylsulfonyl)phenyl)-4-methylthiazol-2-amine | HCID 57351277 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester | HCID 86598431 | — |
Reaction Steps
5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 72), (0.1 g, 0.31 mmol) DIPEA (0.039 ml, 0.34 mmol), ethyl-4-isocyanatobutyrate (0.046 ml, 0.31 mmol) in DCM (2 ml) are heated together at reflux overnight. The reaction mixture is diluted with DCM (20 ml) and washed with 1M hydrochloric acid (15 ml), water (2×15 ml), brine (15 ml), dried over MgSO4, filtered and concentrated in vacuo to yield the titled compound as an off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687637B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-704a95a01a334b7eb2d6fbfa17200dbb |
| Source note | uspto-grants-2010_03 |