HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorobenzenesulphonyl chloride → N-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-6-methyl-pyridin-2-yl]-2-fluoro-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorobenzenesulphonyl chloride | HCID 137761 | — |
| Reactant | (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone | HCID 68902711 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-6-methyl-pyridin-2-yl]-2-fluoro-benzenesulfonamide | HCID 68906511 | 62.7% |
Reaction Steps
2-Fluoro-benzenesulfonyl chloride (68.9 mg, 035 mmol) was added to a solution of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone (100 mg, 0.32 mmol) in pyridine (2 mL). The mixture was stirred for 2 h at room temperature. The reaction mixture was quenched with H2O (2 mL) and concentrated in vacuo. The resulting residue was triturated with MeOH, filtered, and dried. Purification by flash column chromatography [ethyl acetate/hexanes 3:7—(20% NH4OH/MeOH)/ethyl acetate/hexanes 5:65:30] afforded the title compound as a yellow oil (94 mg, 62%). MS: 469.3 (MH+); HPLC Rf: 4.46 min. (HPLC method 4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07595325B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-c4abf53601114c77a2f4c6e502de96bc |
| Source note | uspto-grants-2009_09 |