HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 4-((1-(3-Chloropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)oxy)-3-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,3-Dichloropyrido[3,4-b]pyrazine | HCID 23122731 | — |
| Reactant | 3-Fluoro-4-(piperidin-4-yloxy)benzonitrile hydrochloride | HCID 118159316 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-((1-(3-Chloropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)oxy)-3-fluorobenzonitrile | HCID 118159191 | 69% |
Reaction Steps
To a solution of 2,3-dichloropyrido[3,4-b]pyrazine (1.00 g, 5.00 mmol) in DCM (10.0 mL) at 0° C. was added DIPEA (2.62 mL, 15.00 mmol) and 3-fluoro-4-(piperidin-4-yloxy)benzonitrile hydrochloride (1.283 g, 5.00 mmol). The reaction mixture was stirred for 30 min, warming gradually to room temperature. The reaction mixture was treated with saturated aqueous NH4Cl. The organic layer containing yellow solid was collected and concentrated under reduced pressure. The solid was filtered, washing with water, and was lyophilized overnight to give the title compound as a yellow solid (1.325 g, 69%). ESI-MS m/z [M+H]+ 384.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181249B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-8c1bfddc25724283a65a40414d6bc26c |
| Source note | uspto-grants-2015_11 |