Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Nitropyridine | HCID 137630 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Azaindole | HCID 9219 | — |
Reaction Steps
A solution of 3-nitropyridine in THF at −78° C. is treated with vinyl magnesium bromide (3 eq), stirred at −20° C. for 8 h and quenched with 20% ammonium chloride. The phases are separated and the aqueous phase is extracted with EtOAc. The organic phase and the combined extracts are mixed together, dried over MgSO4 and concentrated in vacuo. The resultant residue is chromatographed over silica gel to afford the title 6-azaindole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06800640B2 |
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| Source dataset | uspto-grants-2004_10 |
|---|
| ORD ID | ord-74628ef804be4d30a069d0b6e8947871 |
|---|
| Source note | uspto-grants-2004_10 |
|---|
