HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → (2-(Isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Thiazolo[4,5-c]pyridine-6-carboxylic acid,2-[(1-methylethyl)amino]-,methyl ester | HCID 57527243 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-(Isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol | HCID 57527184 | 93.3% |
Reaction Steps
To a solution of methyl 2-(isopropylamino)thiazolo[4,5-c]pyridine-6-carboxylate (0.1286 g, 0.51 mmol, 1.0 eq.) in THF (1.3 mL) under nitrogen at 0° C. was added LAH (1M, THF; 0.8 mL, 0.8 mmol, 1.6 eq.). After 1.25 h, ice and EtOAc were added, the cold bath was removed, and the solution was stirred to room temperature. The layers were separated, and the organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to give (2-(isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol as a light yellow solid (0.1063 g, 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473784B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-f36ef9c3c28e45959dd3d11599f03d92 |
| Source note | uspto-grants-2009_01 |