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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655855Generated: October 25, 2026

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

https://huagongshe.com/reaction/655855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Methyl-1H-imidazole-2-sulfonyl chlorideHCID 11658383—
Reactant1-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamineHCID 11995960—
SolventMethanolHCID 887—
Product1-Methyl-1H-imidazole-4-sulfonic Acid [4-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amideHCID 1199655111%

Reaction Steps

Title compound 11A, 1-(4-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (33 mg, 1.0 eq, 0.15 mmol), 1-methylimidazole sulphonylchloride (22 mg, 1.0 eq, 0.15 mmol) and diisopropylethylamine (23 μl, 0.9 eq, 0.13 mmol) were added to DMF (1 ml) and the mixture was stirred for 48 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 column chromatography using DCM/MeOH (96:4) as eluen followed by trituration in methanol to yield the title compound as a white solid (6 mg, 0.03 mmol, 11%). LCMS: [M+H]+=371, Rt=1.33 min, 100% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071607B2
Source datasetuspto-grants-2011_12
ORD IDord-ba642d489c804223a93dd2a4954d93bf
Source noteuspto-grants-2011_12