HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86618255, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86618256 | HCID 86618256 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 86618255 | HCID 86618255 | — |
Reaction Steps
5-Methoxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde (0.10 g, 0.317 mmol, Intermediate 75), boc-piperazine (0.118 g, 0.634 mmol) and acetic acid (0.095 g, 1.58 mmol) were dissolved in THF (5 mL) and sodium triacetoxyborohydride (0.134 g, 0.63 mmol) were added. The mixture was stirred for 2 hours and diluted with dichloromethane and 1N Na2CO3. The mixture was extracted with dichloromethane (2×) and the combined organics were dried (MgSO4) and evaporated. The crude product was ran through a plug of silica gel eluating with 5% MeOH in dichloromethane. Yield 100 mg (65%). White solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-41ac0b4d83bb4b37a21d5478e84ec1ec |
| Source note | uspto-grants-2010_10 |