HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-[3-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-4-chloro-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(3-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine | HCID 11996104 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[3-(4-Amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-4-chloro-benzenesulfonamide | HCID 57750243 | 70% |
Reaction Steps
Title compound 11B, 1-(3-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (40 mg, 1.1 eq, 0.18 mmol), 4-chlorobenzenesulphonylchloride (34 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 18 hours at room temperature under an inert atmosphere. Methanol was then added (1 ml) and the solvents were removed in vacuo. The resultant oil was purified by semi-preparative HPLC to yield the title compound as a white solid (45 mg, 0.11 mmol, 70%). LCMS: [M+H]+=401, Rt=1.80 min, 100% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071607B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-021b363ba85949b28b59486293a84222 |
| Source note | uspto-grants-2011_12 |