HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → tert-butyl 4-(2,3-dihydro-1H-indol-7-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | tert-butyl 4-(1H-indol-7-yl)piperazine-1-carboxylate | HCID 21070951 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | tert-butyl 4-(2,3-dihydro-1H-indol-7-yl)piperazine-1-carboxylate | HCID 21070950 | 46% |
Reaction Steps
7-(4-t-Butyloxycarbonylpiperazin-1-yl)indole (200 mg, 0.67 mmol) is dissolved in acetic acid (4 mL). To the solution, sodium cyanoborohydride (84 mg, 1.33 mmol) is added. The reaction mixture is stirred for about 2 hours at r.t. The mixture is then diluted with DCM and NaOH (1M) is added. The organic layer is separated, dried and concentrated. The residue is chromatographed on the silica gel and the product containing fractions are combined to give about 93 mg of the 7-(4-t-butyloxycarbonylpiperazin-1-yl)-2,3-dihydroindole (46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157463B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-d0406b2b6c834bf7a4c9eaf99970312d |
| Source note | uspto-grants-2007_01 |