HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 22663070, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 6-Azaindole | HCID 9219 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22663070 | HCID 22663070 | — |
Reaction Steps
A solution of 6-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 remove the solvent and excess oxalyl chloride. The resultant residue is dissolved in CH3CN and pyridine (1.6 eq.), treated with ammonia (2 eq., solution in dioxane), stirred for 1 h and concentrated in vacuo. This residue 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-ab12c65e53944ac5aaee91d604c50653 |
| Source note | uspto-grants-2009_09 |