HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → HCID 86651551, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Sodium sulphate hydrate | HCID 45051631 | — |
| Reactant | HCID 58169573 | HCID 58169573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86651551 | HCID 86651551 | 17.1% |
Reaction Steps
To the solution of ethyl 2-bromo-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidine-5-carboxylate (3.0 g, 8.5 mmol, 1 eq) in THF (300 ml) at −78° C., LiAlH4 (3.0 g) was added slowly. After stirring at RT for 1 h, Na2SO4.H2O was added and stirred at 23° C. for 0.5 h. The mixture was filtered and extracted with EtOAc (3×50 ml). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to give a residue. The residue was purified by silica gel column chromatography (PE/EtOAc=1:1 as eluant) to give (2-bromo-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-5-yl)methanol (450 mg, 17.03%) as white solid. LC-MS (m/z)=311.15 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422271B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-aff63241566c45299bb427d0107fe3d1 |
| Source note | uspto-grants-2016_08 |