HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → Ethyl 5-(4-chlorobenzyl)-8-methoxy-2-methyl-3,5-dihydro-2H-thiopyrano[4,3,2-cd]indole-4-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Ethyl 5-(4-chlorobenzyl)-8-methoxy-2-methyl-3,5-dihydro-3-oxo-2H-thiopyrano[4,3,2-cd]indole-4-acetate | HCID 19023688 | — |
| Catalyst | zinc(II)iodide | HCID 9883512 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 5-(4-chlorobenzyl)-8-methoxy-2-methyl-3,5-dihydro-2H-thiopyrano[4,3,2-cd]indole-4-acetate | HCID 19023676 | — |
Reaction Steps
To a suspension of product from Step 2 (886 mg) in 1,2-dichloroethane (16 mL) there was added ZnI2 (960 mg) and NaCNBH3 (440 mg). The mixture was heated to 60° for 1 hour, cooled, diluted with CH2Cl2, washed 3× with H2O, dried over Na2SO4, filtered and evaporated to afford the title product as an oil which slowly solidified. It was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05314898 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-9412861b86ad4714af60a2f5c3b21bf8 |
| Source note | uspto-grants-1994_05 |