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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655846Generated: October 31, 2026

Thiophene-3-carboxylic acid → HCID 11996255, compound

https://huagongshe.com/reaction/655846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophene-3-carboxylic acidHCID 6918—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-(3-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamineHCID 11996104—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 11996255HCID 1199625518.8%

Reaction Steps

Title compound 11B, 1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (39 mg, 1.1 eq, 0.17 mmol) was added to a solution 3-thiophenecarboxylic acid (20 mg, 1.0 eq, 0.16 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (27 mg, 1.1 eq, 0.17 mmol), 1-hydroxybenzotriazole (21 mg, 1.0 eq, 0.16 mmol) in DMF (1 ml) which had been stirred for 10 minutes under an inert atmosphere. The reaction was stirred at room temperature for 17 hours, after which methanol (1 ml) was added, and the solvents were removed in vacuo. The resultant residue was absorbed onto silica and purified by column chromatography using DCM/MeOH (96:4) as eluent to yield the title compound as a white solid (10 mg, 0.03 mmol, 17%). LCMS: [M+H]+=337, Rt=1.58 min, 100% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071607B2
Source datasetuspto-grants-2011_12
ORD IDord-7df397a0ab424efaa638a8560cf74a6e
Source noteuspto-grants-2011_12