HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → Imidazo[1,2-a]pyridine-7-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl imidazo(1,2-a)pyridine-7-carboxylate | HCID 15096964 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Imidazo[1,2-a]pyridine-7-methanol | HCID 11051824 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a −78° C. cooled solution of imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (1 eq.) in dry THF was slowly added a solution of LiAlH4 in THF (1M in THF, 2 eq.). The reaction mixture was warmed to 0° C. and stirred for 30 min. The reaction mixture was then poured onto a cooled aqueous solution of NaOH 2N, stirred for 5 min and filtered through a pad of celite. The filtrate was partitioned between water and EtOAc, the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford imidazo[1,2-a]pyridin-7-yl-methanol which was used as such without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759334B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-fcf8591d91854d84b39396c492629ec7 |
| Source note | uspto-grants-2014_06 |