HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → HCID 19027117, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 18947574 | HCID 18947574 | — |
| Catalyst | zinc(II)iodide | HCID 9883512 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 19027117 | HCID 19027117 | — |
Reaction Steps
A mixture of methyl 3-[1-(4-chlorobenzyl)-3-trimethylacetyl-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate (EP 419,049; Example 8, Step A) (15.64 g), ZnI2 (25.2 g), and NaBH3CN (16.4 g) in 210 mL dichloroethane was stirred using a mechanical stirrer at r.t. for 30 minutes and then at 73° C. for 3 hours. The reaction mixture was allowed to cool, poured onto NH4OAc (aq), and extracted (3x EtOAc). The organic phase was dried (MgSO4), evaporated, and the residue chromatographed (silica gel; ether/hexane 1:3) to give the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05308850 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-74442b00f52e48218a735825abe32d9f |
| Source note | uspto-grants-1994_05 |