HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium triethylborohydride → HCID 118069378, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium triethylborohydride | HCID 23712863 | — |
| Reactant | HCID 118062528 | HCID 118062528 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118069378 | HCID 118069378 | — |
Reaction Steps
To a solution of tert-butyl 3-carbamoyl-2-(3-chloro-4-fluorophenyl)-7-(2-((methylsulfonyl)oxy)ethyl)-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate (200 mg, 0.387 mmol) in THF (6 mL) at 0° C. under nitrogen was added 1M THF solution of SUPER-HYDRIDE® (1.934 mL, 1.934 mmol). The reaction mixture was stirred at RT for 1 h and quenched with water. It was extracted with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated. The crude product was purified by silica gel chromatography (40 g REDISEP® column, eluting with 35-80% EtOAc in hexane). Fractions containing the product were combined and evaporated to afford Intermediate A98B (128 m g, 78%). MS(ES): m/z=423.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273058B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-0f70d07a041a4d70a3a2fe2a304f5008 |
| Source note | uspto-grants-2016_03 |