Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | HCID 86687560 | HCID 86687560 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86687561 | HCID 86687561 | 76.5% |
Reaction Steps
A round bottomed flask cooled to 0° C., was charged with 7-(benzylthio)-4-(2-methoxy-4-(trifluoromethyl)phenyl)-1,6-naphthyridine (0.129 g, 0.302 mmol), DCM (2.88 ml), acetic acid (0.072 ml), and water (0.072 ml). After stirring for 5 minutes at 0° C., sulfuryl chloride (0.025 ml, 0.302 mmol) was added and stirring was continued for an additional 1 hour at 0° C. The reaction was concentrated, dissolved in minimal DCM and purified via column chromatography (silica gel 40 g, gradient elution 0 to 50% EtOAc:Heptane) to afford 0.093 g of 4-(2-methoxy-4-(trifluoromethyl)phenyl)-1,6-naphthyridine-7-sulfonyl chloride as an off white solid. m/z (ESI) 402.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09012443B2 |
|---|
| Source dataset | uspto-grants-2015_04 |
|---|
| ORD ID | ord-63a4605ece394e6594b3465e1f966f51 |
|---|
| Source note | uspto-grants-2015_04 |
|---|