HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 12146854, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Azaindole | HCID 9226 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 12146854 | HCID 12146854 | — |
Reaction Steps
A solution of 4-azaindole (1.0 eq.) in ether is treated with methyl magnesium iodide (1.1 eq.) at room temperature, stirred for 1 h, treated with zinc chloride (1.2 eq.), stirred for a further 1 h, treated with oxalyl chloride (10 eq.), stirred for 10 h and concentrated in vacuo to give a residue. The residue is dissolved in acetonitrile and pyridine (1.6 eq.), treated with ammonia (2 eq., solution in dioxane), stirred for 1 h and concentrated in vacuo. The concentrate is purified by chromatography [silica gel, CH2Cl2/methanol (containing 5% ammonium hydroxide) as eluent] to afford the title acetamide compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585876B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-e082b6f3de424b228458ae69a92581f0 |
| Source note | uspto-grants-2009_09 |