HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 90034967, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Amino-4-bromopyrazole | HCID 140079 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90034967 | HCID 90034967 | 80.4% |
Reaction Steps
To a solution of 4-bromo-1H-pyrazol-5-amine (1 g, 6.17 mmol) in THF (20 mL) at 0° C. was added NaH (0.494 g, 12.35 mmol) and stirred at the same temperature for 30 mins To this mixture was then added SEM-Cl (1.095 mL, 6.17 mmol) and slowly allowed to raise to rt and stirred at rt for 1 h. The reaction mix was then quenched with Satd. NH4Cl and then extracted with EtOAc, dried over Na2SO4, filtered, and concentrated. Purification by normal phase chromatography afforded 221A (1.45 g, 80% yield) as a pale yellow oil. MS (ESI) m/z: 292.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409908B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5339d04b8649486f81a9b6b40a30b900 |
| Source note | uspto-grants-2016_08 |