Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 131734001 | HCID 131734001 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Trifluoroacetic acid | HCID 6422 | 199.8% |
| Product | HCID 118159252 | HCID 118159252 | — |
Reaction Steps
A mixture of propan-2-amine (31.5 μL, 0.366 mmol), (1-(6-benzyl-3-chloro-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)(5-chloro-2-fluorophenyl)methanone TFA salt (112.4 mg, 0.183 mmol), sodium tert-butoxide (35.2 mg, 0.366 mmol), BINAP (17.1 mg, 0.027 mmol) and Pd2(dba)3 (8.4 mg, 9.16 μmol) in toluene (611 μL) was heated at 100° C. for 16 h. The mixture was purified by HPLC Method A to afford (1-(6-benzyl-3-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)(5-chloro-2-fluorophenyl)methanone as its TFA salt (41.7 mg, 35.8%) as a yellow film. ESI-MS m/z [M+H]+ 522.4.
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-0457c549130d43399dd2e5714a0f6eba |
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| Source note | uspto-grants-2015_11 |
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