HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-Methyl-1H-imidazole-4-sulfonic Acid [4-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Methyl-1H-imidazole-2-sulfonyl chloride | HCID 11658383 | — |
| Reactant | 1-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine | HCID 11995960 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Methyl-1H-imidazole-4-sulfonic Acid [4-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide | HCID 11996551 | 11% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071607B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-ba642d489c804223a93dd2a4954d93bf |
| Source note | uspto-grants-2011_12 |