Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Ethylbenzene-1-sulfonyl chloride | HCID 570959 | — |
| Reactant | HCID 57963243 | HCID 57963243 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53238437 | HCID 53238437 | 58% |
Reaction Steps
To (3-amino-2,6-difluoro-phenyl)-(4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone (36, 30.0 mg, 0.0986 mmol) 1.0 mL of tetrahydrofuran and pyridine (23.9 μL, 0.296 mmol) are added, followed by 4-ethyl-benzenesulfonyl chloride (59, 40.4 mg, 0.197 mmol). The reaction vial is stirred at room temperature for 5 days, then extracted by adding aqueous saturated sodium chloride and ethyl acetate. The organic layer is washed with water, then sodium bicarbonate, then brine, and dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with ethyl acetate and hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (P-1008, 27 mg). MS (ESI) [M+H+]+=473.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08673928B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-3fafed01ad7e42f4a52ab3fd95edfabe |
|---|
| Source note | uspto-grants-2014_03 |
|---|