HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 23511438, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Quinolinecarboxaldehyde | HCID 79619 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 23511414 | HCID 23511414 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23511438 | HCID 23511438 | — |
Reaction Steps
To the HCl salt of 2-(2-Methylamino-ethyl)-isoindole-1,3-dione (1 eq) in dichloromethane was added quinoline-2-carbaldehyde(1.2 eq), sodium triacetoxyborohydride (2 eq), and acetic acid (1.2 eq) at rt.; the solution was allowed to stir for 16 hours. After concentration, the solution was diluted with ethyl acetate, washed with NaHCO3(sat), NaCl(sat), dried over MgSO4, filtered, concentrated and pumped on. The yellow oil was then purified using flash chromatography (2% methanol/dichloromethane with 0.1% triethylamine) to yield 2-[2-(Methyl-quinolin-2-ylmethyl-amino)-ethyl]-isoindole-1,3-dione as a green solid. MH+(346).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06756359B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-58125a585e604678bee1c0ef2d6c9ca4 |
| Source note | uspto-grants-2004_06 |