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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432132Generated: October 26, 2026

Ammonium formate → 3-(4-phenoxyphenyl)-1-(piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/432132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant1-(1-benzyl-4-piperidinyl)-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 9826273—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-(4-phenoxyphenyl)-1-(piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 2234726277.5%

Reaction Steps

1-(1-benzyl-4-piperidinyl)-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (Compound 1) (1.224 g, 2.57 mmol), 10% Palladium on carbon (1.22 g) and ammonium formate(0.81 g, 12.84 mmol) were mixed with 21 ml of methanol. After stirring at room temperature for 6 hours, the reaction mixture was filtered and washed with hot methanol. Solvent was removed and the residue was taking into dichloromethane and the organic layer was washed, dried, and evaporated to give 0.77 g of 3-(4-phenoxyphenyl)-1-(4-piperidinyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. 1H NMR (CDCl3) 2.05 (d, J=12.17 Hz, 2H), 2.26 (m, 2H), 2.87 (m, 2H), 3.29 (d, J=12.76 Hz), 4.89 (m, 1H), 5.54 (s, 2H), 7.09 (m, 2H), 7.15 (m, 3H), 7.39 (m, 2H), 7.67 (d, J=9.39 Hz, 2H), 8.37 (s, 1H); LC/MS (MH+32 387).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660744B1
Source datasetuspto-grants-2003_12
ORD IDord-9f31e207fe064fef932b1499c78d99ed
Source noteuspto-grants-2003_12