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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655850Generated: October 26, 2026

Butyric Acid → [4-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-butyramide

https://huagongshe.com/reaction/655850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyric AcidHCID 264—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamineHCID 11995960—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product[4-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-butyramideHCID 13172930419.3%

Reaction Steps

Title compound 11A, 1-(4-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (38 mg, 1.1 eq, 0.17 mmol) was added to a solution of butyric acid (13 mg, 1.0 eq, 0.15 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (26 mg, 1.1 eq, 0.17 mmol), 1-hydroxybenzotriazole (21 mg, 1.0 eq, 0.15 mmol) in DMF (1 ml) which had been stirred for 10 minutes under an inert atmosphere. The reaction was stirred at room temperature for 18 hours, after which methanol (1 ml) was added and the solvents were removed in vacuo. The resultant solid purified by semi-preparative HPLC to yield the title compound as a white solid (8.5 mg, 0.029 mmol, 19%). LCMS: [M+H]+=297, Rt=1.45 min, 100% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071607B2
Source datasetuspto-grants-2011_12
ORD IDord-dafc2ac356984b20b9b2bb4c5534eee8
Source noteuspto-grants-2011_12