HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 22315313, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | Methanol, magnesium salt (2:1) | HCID 164537 | — |
| Reactant | 3-Cyclopentyl-2-(4-methanesulfonyl-3-trifluoromethyl-phenyl)-propionic acid methyl ester | HCID 12069503 | — |
| Product | HCID 22315313 | HCID 22315313 | 55.3% |
Reaction Steps
A solution of 3-cyclopentyl-2-(4-methanesulfonyl-3-trifluoromethyl-phenyl)-propionic acid methyl ester (395 mg, 1.04 mmol) and 2-aminothiazole (209 mg, 1.38 mmol) in a solution of magnesium methoxide in methanol (7.4 wt %, 2.09 mL, 1.38 mmol) was heated at 110° C. for 24 h. The reaction mixture was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded the 3-cyclopentyl-2-(4-methanesulfonyl-3-trifluoromethyl-phenyl)-N-thiazol-2-yl-propionamide (256.7 mg, 55.1%) as a white solid: mp 95-100° C.; EI-HRMS m/e calcd for C19H21F3N2O3S2 (M+)446.0946, found 446.0944.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06320050B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-87382de7e14f40cb839c8312f3bb9b30 |
| Source note | uspto-grants-2001_11 |