HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 59627868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 59627865 | HCID 59627865 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59627868 | HCID 59627868 | — |
Reaction Steps
A solution of di-tert-butyl(3-amino-6-phenylpyridin-2-yl)imidodicarbonate (351 mg, 0.910 mmol, theoretical yield from previous reaction), THF (1.82 mL) and methylene chloride (1.82 mL) was cooled 0° C. and pyridine (0.294 mL, 3.64 mmol) and benzyl chloroformate (0.256 mL, 1.82 mmol) were added dropwise. The reaction was stirred for 2 h, diluted with EtOAc and washed with 1M aq. HCl2×, sat. aq. NaHCO3, brine, dried (MgSO4) and concentrated to afford a residue purified via MPLC, silica cartridge, 5-20% EtOAc in heptanes to afford the product as a clear light orange oil. MS cal'd 520 (M+H)+, exp 520 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461189B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-285bd0ed3fad42b09a22b51e6db20866 |
| Source note | uspto-grants-2013_06 |