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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529414Generated: November 2, 2026

Diethyl Ether → HCID 67959873, compound

https://huagongshe.com/reaction/1529414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 67958463HCID 67958463—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67959873HCID 6795987366.8%

Reaction Steps

Lithium aluminum hydride, 1.0 M solution in Et2O (109 μl, 0.109 mmol) was added to a solution of (4R)-tert-butyl 4-((6-(5-(1-isopropoxy-1-oxopropan-2-yl)-1-methyl-1H-indazol-3-yl)pyrazin-2-yl)oxy)-6-azaspiro[2.5]octane-6-carboxylate (30 mg, 0.055 mmol) in THF (546 μl) at 0° C. for 1 h. The reaction was quenched with EtOAc and triturated with NH4Cl before it was filtered and concentrated to give (4R)-tert-butyl 4-((6-(5-(1-hydroxypropan-2-yl)-1-methyl-1H-indazol-3-yl)pyrazin-2-yl)oxy)-6-azaspiro[2.5]octane-6-carboxylate (18 mg, 0.036 mmol, 66.8% yield) as a yellow oil. MS (ESI, pos. ion) m/z: 494.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-2a019f9545db4a76a6aef7637180022e
Source noteuspto-grants-2015_07