Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 19603768 | HCID 19603768 | — |
| Solvent | Ammonium Acetate | HCID 517165 | — |
| Product | HCID 19603813 | HCID 19603813 | — |
Reaction Steps
Sodium borohydride (4 mg) was added to a solution of benzyl 1-{2-[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]-2-oxoethyl}indole-3-carboxylate in a mixed solvent of methanol (1 ml) and tetrahydrofurane (5 ml). After being stirred for several hours, the reaction mixture was diluted with aqueous ammonium acetate solution, which was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with a mixture of toluene and ethyl acetate. The fractions containing the objective compound were combined and concentrated under reduced pressure to give benzyl 1-{2-[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]-2-hydroxyethyl}indole-3-carboxylate (70 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05994378 |
|---|
| Source dataset | uspto-grants-1999_11 |
|---|
| ORD ID | ord-cd303f697b394a49aaa924874353302b |
|---|
| Source note | uspto-grants-1999_11 |
|---|