HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 8-morpholinoimidazo[1,2-a]pyrazine-2-carboxylate → (8-Morpholinoimidazo[1,2-a]pyrazin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 8-morpholinoimidazo[1,2-a]pyrazine-2-carboxylate | HCID 14207617 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (8-Morpholinoimidazo[1,2-a]pyrazin-2-yl)methanol | HCID 117728187 | 53.4% |
Reaction Steps
To a solution of compound 1c (8.40 g, 30.4 mmol) in THF (100 mL) was added LiAlH4 (2.55 g, 60.8 mmol) in portions at 0° C. The reaction mixture was stirred at rt for 2 h. The reaction was slowly quenched with H2O (10 mL). The resulting mixture was extracted with DCM (2×100 mL), and the combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to obtain compound 1d as a yellow solid (3.80 g, 53% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C11H14N4O2: 235.1 (M+H). found: 235.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249163B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-1b06f6b2d3ef4bb48a0705be3e4a6eaf |
| Source note | uspto-grants-2016_02 |