HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 43610512, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 43610512 | HCID 43610512 | 66.8% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
2,6-Dichloro-3-nitropyridine (0.222 g, 1.15 mmol), 4-aminotetrahydropyran (0.109 g, 1.08 mmol) and DIEA (0.300 mL, 1.72 mmol) were taken up in ethanol (3.0 mL) and heated to 175° C. for 15 minutes in a heavy walled sealed tube under microwave irradiation. The solvent was removed under reduced pressure and the residual solid was purified by preparative HPLC to give the title compound (0.186 g). LCMS m/z=258.3 [M+H]+; 1H NMR (400 MHz, CDCl3) δ ppm 1.60-1.75 (m, 2H), 2.8 (d, J=12.4 Hz, 2H), 3.60 (t, J=11.4 Hz, 2H), 4.02 (d, J=11.8 Hz, 2H), 4.30-4.45 (m, 1H), 6.63 (d, J=8.6 Hz, 1H), 8.29 (d, J=5.8 Hz, 1H), 8.35 (d, J=8.6 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507473B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-5f5e7376eb0b479d9813d8e6d35eef79 |
| Source note | uspto-grants-2013_08 |