HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573340Generated: October 30, 2026
Ammonium Chloride → [4-(Benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanone
https://huagongshe.com/reaction/573340
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,5-difluoro-N-methoxy-N-methylpicolinamide | HCID 86688988 | — |
| Reactant | HCID 178419638 | HCID 178419638 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4-(Benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanone | HCID 66727888 | — |
Reaction Steps
To a stirred solution of 3,5-difluoro-N-methoxy-N-methylpyridine-2-carboxamide (2.5 g) in THF (50 mL) was added [4-(benzyloxy)phenyl](bromo)magnesium (1 M solution in THF, 12.3 mL) at −78° C. The mixture was stirred at −78° C. for 3 h, treated with saturated NH4Cl aqueous solution and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane). The product was crystallized from AcOEt/hexane to give the title compound (2.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09029536B2 |
|---|
| Source dataset | uspto-grants-2015_05 |
|---|
| ORD ID | ord-d4765b4f9f144aa68ef1447936c458e9 |
|---|
| Source note | uspto-grants-2015_05 |
|---|