HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → 4-bromo-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-bromo-7H-pyrrolo(2,3-d)pyrimidine | HCID 23260885 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-bromo-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 90418589 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 4-bromo-7H-pyrrolo[2,3-d]pyrimidine (2.5 g, 12.62 mmol) in 50 mL N,N-dimethylformamide at 0° C. was added 95% sodium hydride (0.351 g, 13.89 mmol). The mixture was stirred at 0° C. for 30 minutes, benzenesulfonyl chloride (1.772 mL, 13.89 mmol) was added, and the mixture was stirred at 0° C. for an additional 2 hours. The mixture was quenched with 20 mL saturated ammonium chloride and diluted with water (100 mL). The resulting suspension was stirred for 5 minutes, filtered, and dried under-vacuum to give the title compound. MS (ESI+) m/z 340.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346813B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-bbb9ead34179480c8fd333bb1d516ccc |
| Source note | uspto-grants-2016_05 |