HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68747834, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86616467 | HCID 86616467 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 68747834 | HCID 68747834 | 82.5% |
Reaction Steps
Sodium triacetoxyborohydride (855 mg, 4.05 mmol) and then enough acetic acid to bring the pH to 5 were added to a solution of 5-(1H-indol-5-yl)-pyridine-3-carbaldehyde (300 mg, 1.35 mmol) and N,N-dimethylethylene diamine (237 mg, 2.7 mmol) in 15 mL of 1,2-dichloroethane. The mixture was stirred at ambient temperature for 48 h, and then the volatiles were removed in the presence of celite. The product was eluted from the celite through silica gel (elution with methanol/dichloromethane) to give 328 mg of product. LC/MS: Retention time, 0.43 min; (M+H)=295.19.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625889B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-7d513fe75b2d47ba8182f9567bc6b903 |
| Source note | uspto-grants-2009_12 |