HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 6-(Benzyloxy)-3-bromopicolinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 3-Bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile | HCID 66875102 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-(Benzyloxy)-3-bromopicolinonitrile | HCID 66875178 | — |
Reaction Steps
A solution of 3-bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile (from Example 15/Step 2) (1.0 eq.), silver carbonate (1.3 eq.), and benzyl bromide (1.2 eq.) in toluene (0.16 M) was stirred in the dark at 50° C. overnight. The solvent was concentrated en vacuo, and the resulting residue was purified by a COMBIFLASH® system (ISCO) using 0-20% ethyl acetate in hexane to give 6-(benzyloxy)-3-bromopicolinonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09408907B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b1c84b26fe944b34b321951f43404622 |
| Source note | uspto-grants-2016_08 |