HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 5-AMINO-N-[(1-BUTYL-4-PIPERIDINYL)METHYL]IMIDAZO[1,2-a]PYRIDINE-8-CARBOXAMIDE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 5-amino-N-[(1-butyl-4-piperidinyl)methyl]-6-chloroimidazo[1,2-a]pyridine-8-carboxamide | HCID 10270111 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-AMINO-N-[(1-BUTYL-4-PIPERIDINYL)METHYL]IMIDAZO[1,2-a]PYRIDINE-8-CARBOXAMIDE | HCID 12088092 | 63.9% |
Reaction Steps
A mixture of 5-amino-N-[(1-butyl-4-piperidinyl)methyl]-6-chloroimidazo[1,2-a]pyridine-8-carboxamide (EXAMPLE 1, METHOD A, Step 5, 70 mg, 0.19 mmol), ammonium formate (120 mg, 1.9 mmol) and 10% palladium on carbon (50 mg) in methanol (5 mL) was stirred at room temperature under nitrogen atmosphere for 2 h. The mixture was filtered through a pad of Celite, and the filtrate was basified with 25% aqueous ammonia. This was chromatographed on a column of silica gel eluting with dichloromethane/methanol/25% aqueous ammonia (90:10:1) to give 40 mg (63%) of the title compound as a gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06624162B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-1663ca603b98484990236b574790dfb4 |
| Source note | uspto-grants-2003_09 |