HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzaldehyde → 5-[(4-Fluorobenzyl)amino]-pyridin-2-yl methyl sulfide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 6-(Methylsulfanyl)pyridin-3-amine | HCID 10261179 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-[(4-Fluorobenzyl)amino]-pyridin-2-yl methyl sulfide | HCID 22036177 | 40.3% |
Reaction Steps
To 344 μL (3.20 mmol) of 4-fluorobenzaldehyde and 449 mg (3.20 mmol) of 5-amino-2-methylthio-pyridine dissolved in 8 mL dichloromethane was added 1.11 g (5.25 mmol) sodium triacetoxyborohydride. The reaction mixture was stirred at room temperature for 5 h, and partitioned between ethyl acetate and water, dried over MgSO4 and concentrated to obtain 320 mg of 5-[(4-fluorobenzyl)amino]-pyridin-2-yl methyl sulfide, pure by 1H NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071177B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-f199975ddd8f47c0ab9cb67abdf59a3f |
| Source note | uspto-grants-2006_07 |