HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 117777734, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 89500107 | HCID 89500107 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 117777734 | HCID 117777734 | 75% |
Reaction Steps
To a solution of 5-(6-bromo-3H-imidazo[4,5-b]pyridin-3-yl)-2′,4′-difluoro-[1,1′-biphenyl]-3-amine (133 mg, 0.33 mmol) in DCM was added pyridine (52 mg, 0.66 mmol, 2.0 eq.) followed by methanesulfonyl chloride (76 mg, 0.66 mmol, 2 eq.). The reaction was stirred for 1 h, and quenched and extracted as in Example 2(b). The solvent was distilled off to afford the crude residue which was taken next step without further purification. Yield 75.0% (120 mg). 1H NMR (300 MHz, DMSO-d6): δ 10.30 (s, 1H), 9.30 (s, 1H), 8.56 (s, 1H), 7.83 (s, 1H), 7.45 (s, 1H), 7.44 (s, 2H), 3.16 (s, 3H); LC-MS (ESI): Calculated mass: 479.5; Observed mass: 480.2 [M+H]+ (rt: 1.59 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-d778bf52f31e48fd869f408cd4c5cb43 |
| Source note | uspto-grants-2016_09 |