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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773772Generated: November 1, 2026

Ammonium formate → 4,5,6,7-Tetrahydro-2-(phenoxymethyl)-pyrazolo[1,5-a]pyrazine

https://huagongshe.com/reaction/1773772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant4,5,6,7-Tetrahydro-2-(phenoxymethyl)-5-(phenylmethyl)-pyrazolo[1,5-a]pyrazineHCID 67960215—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4,5,6,7-Tetrahydro-2-(phenoxymethyl)-pyrazolo[1,5-a]pyrazineHCID 67958249126.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

10% Palladium on charcoal (0.21 g, 0.2 mmol) was added to a stirred suspension of 4,5,6,7-tetrahydro-2-(phenoxymethyl)-5-(phenylmethyl)-pyrazolo[1,5-a]pyrazine (0.65 g, 2.0 mmol) and ammonium formate (0.38 g, 6.1 mmol) in MeOH (14 mL) in a sealed tube under N2. The mixture was stirred at 90° C. for 1 hour, filtered through a pad of diatomaceous earth and washed with DCM. The solvents were evaporated in vacuo to yield 4,5,6,7-tetrahydro-2-(phenoxymethyl)-pyrazolo[1,5-a]pyrazine (0.58 g, 66% yield) as a clear oil that was used in the next step without further purification. C13H15N3O LCMS: Rt 1.19, m/z 230 [M+H]+ (see LCMS Method 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255103B2
Source datasetuspto-grants-2016_02
ORD IDord-35a4c815ca7040cd8d588ebbcff07bd9
Source noteuspto-grants-2016_02