HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Ammonia dichloromethane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(3-Piperidin-1-ylpropoxy)benzaldehyde | HCID 2766324 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | [4-(3-Piperidin-1-yl-propoxy)-benzyl]-pyridin-2-yl-amine | HCID 10131352 | — |
| Product | Ammonia dichloromethane | HCID 22731429 | 1% |
Reaction Steps
A solution of the product of Example 9 (0.51 g), 2-aminopyridine (0.24 g), and acetic acid (0.12 mL) in DCM (7 mL) was treated with sodium triacetoxyborohydride (650 mg). After 16 h, the resulting mixture was treated with 10% sodium hydroxide (10 mL) and extracted with DCM (3×10 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Chromatography of the residue (1–4% 2 M methanolic ammonia/DCM) gave the title compound as an off white solid (440 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186732B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-63c926b326694db3b5b9a67caa6f3dd2 |
| Source note | uspto-grants-2007_03 |