Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 4-(2,4-Difluorophenoxy)piperidine hydrochloride | HCID 42948943 | — |
| Reactant | 6-benzyl-3-chloro-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine TFA salt | HCID 131734007 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Trifluoroacetic acid | HCID 6422 | 306.3% |
| Product | 6-benzyl-3-(4-(2,4-difluorophenoxy)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine | HCID 118159317 | — |
Reaction Steps
A mixture of 4-(2,4-difluorophenoxyl)piperidine hydrochloride (62.6 mg, 0.251 mmol), 6-benzyl-3-chloro-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine TFA salt (90 mg, 0.209 mmol), sodium tert-butoxide (60.2 mg, 0.627 mmol), BINAP (19.5 mg, 0.031 mmol) and Pd2(dba)3 (9.6 mg, 10.4 μmol) in toluene (1.04 mL) was heated at 100° C. for 16 h. The mixture was purified by HPLC Method A to afford 6-benzyl-3-(4-(2,4-difluorophenoxyl)piperidin-1-yl)-N-isopropyl-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-amine as its TFA salt (73.0 mg, 57.5%) as a yellow oil. ESI-MS m/z [M+H]+ 494.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09181249B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-9b620fa9af614f67877fcad9caf89540 |
|---|
| Source note | uspto-grants-2015_11 |
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