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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481312Generated: October 25, 2026

Sodium hydride → HCID 90034967, compound

https://huagongshe.com/reaction/1481312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-Amino-4-bromopyrazoleHCID 140079—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90034967HCID 9003496780.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409908B2
Source datasetuspto-grants-2016_08
ORD IDord-5339d04b8649486f81a9b6b40a30b900
Source noteuspto-grants-2016_08