HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66581050, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Bromobenzenesulfonyl chloride | HCID 520403 | — |
| Reactant | HCID 66578900 | HCID 66578900 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66581050 | HCID 66581050 | 94.3% |
Reaction Steps
To a solution of 3-(morpholin-4-ylcarbonyl)-1-phenyl-1H-pyrazol-4-amine (260 mg; 0.95 mmol; 1 eq.) in DCM (10 mL) is added pyridine (151 μL; 1.91 mmol; 2.00 eq.) and 2-bromobenzene-1-sulfonyl chloride (317 mg; 1.24 mmol; 1.30 eq.). The reaction is stirred for 48 h at room temperature. After this time, DCM is added to the reaction mixture which is ished with NH4Cl sat, dried over MgSO4 and purified by flash chromatography (AcOEt/heptane 4:1) to give 440 mg (94%) of the title compound as a white solid. 1H NMR (DMSO) δ 9.93 (s, 1H), 8.43 (s, 1H), 8.11-8.02 (m, 1H), 7.91-7.84 (m, 1H), 7.84-7.76 (m, 2H), 7.59-7.45 (m, 4H), 7.40-7.31 (m, 1H), 3.81-3.69 (m, 2H), 3.67-3.49 (m, 6H) HPLC (max plot) 94.6%; Rt 4.83 min. MS (ESI+): 493.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073940B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-7a1377d953264374a873d0324d4c3b1d |
| Source note | uspto-grants-2015_07 |