HuagongsheHuagongshe Chemistry Print Report · For research reference only
Quinoxaline-2-carbaldehyde → 2-({4-[2-(4-Tert-butylphenyl)-1,3-benzothiazol-7-yl]piperazin-1-yl}methyl) quinoxaline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Quinoxaline-2-carbaldehyde | HCID 594088 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 57678297 | HCID 57678297 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 2-({4-[2-(4-Tert-butylphenyl)-1,3-benzothiazol-7-yl]piperazin-1-yl}methyl) quinoxaline | HCID 11998277 | 55% |
Reaction Steps
The piperazine template (0.075 g, 0.213 mmol) of Example 24 was dissolved in 1,2-dichloroethane (3 mL) and treated with quinoxaline-2-carbaldehyde (0.044 g, 0.277 mmol) and glacial acetic acid (2 drops). Sodium triacetoxyborohydride (0.090 g, 0.426 mmol) was added, and the mixture was stirred at room temperature until the reaction was complete by LCMS analysis. The solvent was removed under reduced pressure, and the resulting residue was purified by RP-HPLC to yield the free base (0.0578 g, 55% yield). MS (ESI) m/z 494.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531542B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-e55cb59139414209ac3587dd58e64a21 |
| Source note | uspto-grants-2009_05 |