HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 59186704, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 59186683 | HCID 59186683 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59186704 | HCID 59186704 | — |
Reaction Steps
A solution of EXAMPLE 1F in acetonitrile (20 mL) at 0° C. was treated with DMF (0.543 mL, 7.02 mmol) and oxalyl chloride (0.561 mL, 6.43 mmol), stirred for 5 minutes, treated with pyridine (1.04 mL, 12.866 mmol), and stirred for another 50 minutes at 0° C. The reaction mixture was partitioned between ethyl acetate and saturated aqueous NaHCO3, the aqueous layer extracted with ethyl acetate three times and the combined organic layers dried (MgSO4), filtered, and concentrated to give the desired product as a residue that was utilized directly in the next step without further purification. MS (ESI) m/e 325 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585858B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-f684a6bd98e641db8f7788a792a2dc67 |
| Source note | uspto-grants-2009_09 |