Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Quinolinecarboxaldehyde | HCID 83641 | — |
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | N-(7-chloroquinolin-4-yl)cyclohexane-1,4-diamine | HCID 18391686 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 178477881 | HCID 178477881 | — |
Reaction Steps
A solution of N-(7-chloroquinolin-4-yl)-cyclohexane-1,4-diamine (40 mg, 0.14 mmol) and 3-quinolinecarboxaldehyde (22 mg, 0.14 mmol) in dichloroethane (0.5 mL) and methanol (0.5 mL) was treated acetic acid (0.018 mg, 0.28 mmol) and MP-cyanoborohydride (100 mg, 0.436 mmol, Argonaut Technologies). The mixture was stirred at 60° C. for 18 hours, filtered, and purified by reverse phase HPLC to provide the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06818772B2 |
|---|
| Source dataset | uspto-grants-2004_11 |
|---|
| ORD ID | ord-24879b20a9004901b88d2ffdea53be1c |
|---|
| Source note | uspto-grants-2004_11 |
|---|
