Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,5-Dichloropyridine | HCID 27685 | — |
| Reactant | HCID 71547639 | HCID 71547639 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 71547641 | HCID 71547641 | — |
Reaction Steps
To a solution of Example 33 (115 mg, 0.4 mmol) and sodium carbonate (72 mg, 0.68 mmol) in dimethyl sulfoxide (0.5 mL) was added 2,5-dichloropyridine (95 mg, 0.64 mmol). The mixture was stirred at 100° C. for 2 days. The residue was purified by chromatography on silica gel (ethyl acetate/methanol=15:1) to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.50 (m, 1H), 2.00-2.15 (m, 2H), 2.30-2.40 (m, 2H), 2.60 (m, 1H), 2.88-3.00 (m, 3H), 4.20-4.40 (m, 3H), 6.89 (d, 1H, J=7 Hz), 6.98 (m, 1H), 7.58 (d, 1H, J=7 Hz), 8.04 (m, 1H), 8.06 (s, 1H), 8.60 (m, 1H); MS (ESI) m/z 399 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08669255B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-aedc3cc6fb914f45a9da08559cb27d13 |
|---|
| Source note | uspto-grants-2014_03 |
|---|