HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 57527200, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 57527204 | HCID 57527204 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57527200 | HCID 57527200 | 84.3% |
Reaction Steps
To a solution of methyl 2-(isopropylamino)thiazolo[5,4-b]pyridine-5-carboxylate (1.67 g, 6.64 mmol, 1.0 eq.) in THF (17 mL) under nitrogen at 0° C. was added LAH (1M, THF; 10 mL, 10 mmol, 1.5 eq.). After 2.25 hr, 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. Silica gel chromatography using CH2Cl2:MeOH (10:0.4) as eluent afforded (2-(isopropylamino)thiazolo[5,4-b]pyridin-5-yl)methanol as a white solid (1.25 g, 84% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473784B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-6df157552a7844558adcfe05fde9d927 |
| Source note | uspto-grants-2009_01 |