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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655844Generated: October 27, 2026

Dimethylformamide → Thiophene-2-sulfonic Acid [3-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide

https://huagongshe.com/reaction/655844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Thiophenesulfonyl chlorideHCID 85518—
Reactant1-(3-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamineHCID 11996104—
SolventMethanolHCID 887—
ProductThiophene-2-sulfonic Acid [3-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amideHCID 5775025018.8%

Reaction Steps

Title compound 11B, 1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (36 mg, 1.1 eq, 0.16 mmol), 2-thiophenesulphonylchloride (29 mg, 1.0 eq, 0.16 mmol) and diisopropylethylamine (28 μl, 1.0 eq, 0.16 mmol) were added to DMF (1 ml) and the mixture was stirred for 15 hours at room temperature under an inert atmosphere. Methanol was then added (1 ml) and the solvents were removed in vacuo. The resultant residue was purified by semi-preparative HPLC to yield the title compound as a white solid (10 mg, 0.03 mmol, 16%). LCMS: [M+H]+=373, Rt=1.63 min, 100% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071607B2
Source datasetuspto-grants-2011_12
ORD IDord-9594e0134fde44e29dfdfe27e73ab77b
Source noteuspto-grants-2011_12