HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthalenecarboxaldehyde → 5-bromo-N-(naphthalen-2-ylmethyl)pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthalenecarboxaldehyde | HCID 6201 | — |
| Reactant | 2-Amino-5-bromopyrazine | HCID 599539 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 5-bromo-N-(naphthalen-2-ylmethyl)pyrazin-2-amine | HCID 86614307 | 48.7% |
Reaction Steps
2-Napthaldehyde (0.6 g, 3.84 mmol) and 2-amino-5-bromopyrazine (0.56 g, 3.201 mmol) were treated with Na(OAc)3BH (1.02 g, 4.802 mmol) in dichloroethane (15.0 mls) and acetic acid (0.5 mls) for 18 hours at room temperature. The mixture was diluted with dichloromethane, washed with 1.0 N NaOH, washed with brine, dried over MgSO4, and concentrated. Chromatography (SiO2, EtOAc:Hex, 1:1) gave 0.49 g 5-bromo-N-(naphthalen-2-ylmethyl)pyrazin-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093291B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-2d806ee38f9a490d9ef6e62407551307 |
| Source note | uspto-grants-2012_01 |