HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (4-((Pyridin-2-ylamino)methyl)phenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | 4-(Hydroxymethyl)benzaldehyde | HCID 556330 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-((Pyridin-2-ylamino)methyl)phenyl)methanol | HCID 22018543 | 74% |
Reaction Steps
Using general procedure B: Reaction of 4-hydroxymethyl-benzaldehyde (1.01 g, 7.42 mmol), 2-aminopyridine (697 mg, 7.42 mmol), acetic acid (0.5 mL) and sodium triacetoxyborohydride (3.2 g, 14.8 mmol) in THF (20 mL) at room temperature under N2 for 40 min., then one hour at 50° C., followed by purification of crude material using chromatography on silica gel (2:2:96 CH3OH—NH3 H2O—CH2Cl2), afforded the title compound (1.17 g, 74%) as white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396840B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-590dc442cf444255a79a29793759a727 |
| Source note | uspto-grants-2008_07 |