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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052128Generated: October 31, 2026

(1R,3S,5R)-2-[2-(3-Acetyl-pyrazolo[3,4-c]pyridin-1-yl)-acetyl]-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester → (1R,3S,5R)-2-[2-(3-Acetyl-pyrazolo[3,4-c]pyridin-1-yl)-acetyl]-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid

https://huagongshe.com/reaction/1052128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,3S,5R)-2-[2-(3-Acetyl-pyrazolo[3,4-c]pyridin-1-yl)-acetyl]-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl esterHCID 90019996—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(1R,3S,5R)-2-[2-(3-Acetyl-pyrazolo[3,4-c]pyridin-1-yl)-acetyl]-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acidHCID 71009551—

Reaction Steps

To a solution of (1R,3S,5R)-2-[2-(3-acetyl-pyrazolo[3,4-c]pyridin-1-yl)-acetyl]-2-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester (2.26 g, 5.4 mmol) in THF (20 mL) was added Pd/C 10% (60 mg). The reaction was placed under hydrogen atmosphere and was stirred for 72 h. The catalyst was removed by filtration through a pad of Celite and washed with MeOH. Solvents were concentrated to give the title compound. MS (UPLC-MS): 329 [M+H]+; tR (HPLC conditions d): 2.29 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388199B2
Source datasetuspto-grants-2016_07
ORD IDord-426dbfc67bf1485690957ec05eb3c5e9
Source noteuspto-grants-2016_07