HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfanilamide → 4-(5-cyano-4-(cyclopropylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfanilamide | HCID 5333 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile | HCID 57990351 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 4-(5-cyano-4-(cyclopropylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzenesulfonamide | HCID 57990335 | 31.5% |
Reaction Conditions
| Temperature | 135 °C |
|---|
Reaction Steps
A mixture of 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (150 mg, 0.387 mmol), 4-aminobenzenesulfonamide (103 mg, 0.599 mmol) and trimethylsilyl chloride (0.200 mL, 1.58 mmol) in nBuOH (4 mL) was stirred at 135° C. for 20 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound (45 mg). MS 370.3 (M+H); UV 202.8, 254.6, 305.0 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139581B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-20fd22c15e844877a5115075b547bce8 |
| Source note | uspto-grants-2015_09 |