HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetyl chloride → Methyl 6-chloro-5-methoxyacetamidonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | Methyl 5-amino-6-chloropyridine-3-carboxylate | HCID 18412438 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | Methyl 6-chloro-5-methoxyacetamidonicotinate | HCID 18412377 | — |
Reaction Steps
A solution of 0.75 g (4.02 mmol) of methyl 5-amino-6-chloronicotinate and 0.43 g=0.35 mL (4.5 mmol) of methoxyacetylchloride in 20 mL of chlorobenzene was stirred for one hour at 110° C. After the solvent had been removed in vacuo, the crude product obtained was purified by flash chromatography (silica gel; methylene chloride/ethanol=100:1), evaporated down again in vacuo and then digested with petroleum ether. Yield: 0.55 g (53% of theory) light yellow amorphous solid; Rf value: 0.33 (silica gel; ethyl acetate/petroleum ether=1:4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710055B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-92eaf636d47c4163a84089a85fb8eefe |
| Source note | uspto-grants-2004_03 |