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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209214Generated: November 1, 2026

Triethylsilane → HCID 178430920, compound

https://huagongshe.com/reaction/2209214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
Reactant(4-(Benzyloxy)-6-chloropyrazolo[1,5-a]pyrazin-3-yl)methanolHCID 117842882—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 178430920HCID 178430920100%

Reaction Steps

Triethylsilane (0.2 ml, 1.25 mmol) was added slowly to a solution of (4-(benzyloxy)-6-chloropyrazolo[1,5-a]pyrazin-3-yl)methanol 5.51 (142 mg, 0.49 mmol) in TFA (3 mL). After 19 hours, an additional 0.4 mL of triethylsilane was added and mixture was heated to 60 degrees for 4.5 hours. Mixture was cooled to rt and concentrated under reduced pressure. Resulting residue was taken up in DCM and washed with sat. NaHCO3 (aq). Aqueous layer was extracted with DCM. Combined organics were dried, filtered, and concentrated under reduced pressure to yield 6-chloro-3-methylpyrazolo[1,5-a]pyrazin-4-ol 5.52 (90 mg), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-0409d61490a2499c8d39d9dc27132fae
Source noteuspto-grants-2016_06