HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylacetamide → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Imidazo(4,5-b)pyridine | HCID 67504 | — |
| Reactant | N,N-dicyclopentyl-5-(chloromethyl)-2-pyridinecarboxamide | HCID 20071627 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | N,N-dicyclopentyl-6-(5H-imidazo[4,5-c]pyridin-5-yl-methyl)-3-pyridinecarboxamide | HCID 20071631 | — |
Reaction Steps
To a stirred solution of imidazopyridine in dimethylacetamide under argon, N,N-dicyclopentyl-5-(chloromethyl)-2-pyridinecarboxamide is added in one portion. The reaction temperature is slowly raised to 80°-85° C. and stirred for 24-60 hr. The reaction flask is cooled to room temperature and the solvent is removed under reduced pressure at <45° C. The residue is triturated with excess dry ether and filtered. The crude product is chromatographed on silica gel using mixtures of CH2Cl2 :MeOH:NH4OH to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04990518 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-f4c7ff7eb9fd4c1581dfe127113601ae |
| Source note | uspto-grants-1991_02 |