Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516836Generated: November 4, 2026

Ammonium formate → 9-Deazaguanine

https://huagongshe.com/reaction/1516836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant2-Amino-3-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-oneHCID 15376105—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product9-DeazaguanineHCID 135461003103.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of 2-amino-3-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (10 g, 0.04 mol) in MeOH (334 mL) was added 10% Pd/C (2 g), ammonium formate (13.2 g, 0.21 mmol) and heated at 75° C. for 4 h. After completion of the reaction, the reaction mixture was cooled and filtered through a pad of Celite with hot 1:1 DMF/MeOH. The filtrate was concentrated in vacuo to provide the product as an off-white solid (6.2 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227601B2
Source datasetuspto-grants-2012_07
ORD IDord-b074921f184243c5ac90f1fb9f1a6aec
Source noteuspto-grants-2012_07