Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-oxolan-3-amine hydrochloride | HCID 18664284 | — |
| Reactant | 3-Chloro-2-(4-(2,4-difluorobenzyl)piperazin-1-yl)pyrido[3,4-b]pyrazine | HCID 118159300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118159185 | HCID 118159185 | 23.5% |
Reaction Steps
To a solution of 3-chloro-2-(4-(2,4-difluorobenzyl)piperazin-1-yl)pyrido[3,4-b]pyrazine (3.0 g, 7.98 mmol) and Et3N (10 mL, 71.7 mmol) in DMF (30 mL) was added (S)-tetrahydrofuran-3-amine hydrochloride (2.96 g, 23.95 mmol) at room temperature. The mixture was stirred at 60° C. for 16 h then separated between water and EtOAc. The organic layer was washed with brine and water, then dried and concentrated to yield the crude residue, which was purified by column to give the title compound (800 mg) as a yellow oil. ESI-MS m/z [M+H]+ 427.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181249B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-77e18f0072214c38bd2e2ac9b03712d6 |
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| Source note | uspto-grants-2015_11 |
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