HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [Rac]-2-ethoxy-3-[7-(5-methyl-2-phenyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-4yl]-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazole | HCID 9794289 | — |
| Reactant | [Rac]-2-ethoxy-3-(7-hydroxy-benzo[b]thiophen-4-yl)-propionic acid methyl ester | HCID 68616696 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [Rac]-2-ethoxy-3-[7-(5-methyl-2-phenyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-4yl]-propionic acid methyl ester | HCID 69557098 | — |
Reaction Steps
In analogy to the procedure described in example 108 c], [rac]-2-ethoxy-3-(7-hydroxy-benzo[b]thiophen-4-yl)-propionic acid methyl ester was treated with 4-chloromethyl-5-methyl-2-phenyloxazole and sodium hydride in N,N-dimethylformamide to yield [rac]-2-ethoxy-3-[7-(5-methyl-2-phenyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-4yl]-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-2-ethoxy-3-[7-(5-methyl-2-phenyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-4-yl]-propionic acid as colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642389B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-0872a732faa5471bb2caf5a5986266d5 |
| Source note | uspto-grants-2003_11 |