HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 68776069, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | HCID 68725336 | HCID 68725336 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 68776069 | HCID 68776069 | 31.6% |
Reaction Steps
2-Methyl-6-amino-4-(3-phenylpyrrolidin-1-yl)quinoline (0.07 g; see Example 45 below), benzenesulfonyl chloride (0.041 g) and pyridine (0.04 g) was stirred in dichloromethane (4 mL). The reaction mixture was diluted with 1 N sodium hydroxide and extracted with ethyl acetate, washed with water, dried (MgSO4), filtered and evaporated to give a brown oil. The residue was purified by chromatography on silica, eluting with a mixture of dichloromethane, and methanol. The desired fractions were concentrated, hydrochloric acid was added, and the sample evaporated to dryness. Trituration from ether gave the title compound as a white solid (0.035 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759348B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-feec5c8535964069aff91b6e4ff72ba3 |
| Source note | uspto-grants-2014_06 |