HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 21707201, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 3'-Hydroxyphenylacetic acid | HCID 12122 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21707201 | HCID 21707201 | 24% |
Reaction Steps
A solution of 3-hydroxyphenylacetic acid (1.00 g, 6.57 mmol) and oxalyl chloride (0.63 mL, 7.22 mmol) in methylene chloride (20 mL) was treated dropwise with pyridine (0.6 mL, 7.37 mmol), stirred for 90 min, poured into 40% aqueous methylamine (30 mL), stirred for 15 min, concentrated, dissolved into 1M HCl and extracted with ethyl acetate. The extracts were washed with brine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with ethyl acetate to provide 260 mg of the title compound. MS (DCI/NH3) m/e 166 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06284796B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-f6f054b7e0b74484a557f8392c0cc8e2 |
| Source note | uspto-grants-2001_09 |