HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 6-Chloro-2-isobutoxy-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Dichloropyridine-3-carboxamide | HCID 22142778 | — |
| Reactant | 6-Chloro-2-propoxy-nicotinamide | HCID 57968700 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Chloro-2-isobutoxy-nicotinamide | HCID 57968959 | 66.6% |
Reaction Steps
To a solution of 2,6-dichloro-nicotinamide (1) (3 g, 15.7 mmol) in acetonitrile (anhydrous, 30 mL) were added 2-methyl-propan-1-ol (2) (1.22 g, 16.5 mmol) and NaH (0.42 g, 16.5 mmol). The reaction was kept at r.t. O/N. The suspension was filtered and the filtrate was concentrated in vacuo. The residue was purified by Biotage silica gel chromatography with 10%-80% EtOAc/hexanes gradient elution to afford 2.39 g (66% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461135B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-45f951ad0c3345d188a98650203f8ad9 |
| Source note | uspto-grants-2013_06 |