HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 131734005, compound → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 131734005 | HCID 131734005 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Trifluoroacetic acid | HCID 6422 | 457% |
| Product | HCID 118159395 | HCID 118159395 | — |
Reaction Steps
A mixture of 6-benzyl-N-cyclopropyl-2-(4-(2-fluoro-4-methoxyphenoxy)piperidin-1-yl)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-3-amine TFA salt (46.8 mg, 0.076 mmol) and Pd(OH)2 on carbon (20 wt %, 5 mg, 0.036 mmol) in THF (760 μL) was stirred under an atmosphere of hydrogen gas (balloon) at rt. After 2 h, the mixture was purified by HPLC Method A to give the title compound as a TFA salt (39.6 mg, 99%) as a yellow oil. 1H NMR (400 MHz, methanol-d4) δ ppm 0.52-0.59 (m, 2H), 0.75-0.83 (m, 2H), 1.84-1.97 (m, 2H), 2.02-2.12 (m, 2H), 2.64-2.71 (m, 1H), 2.93-3.16 (m, 4H), 3.35 (s, 2H), 3.52-3.63 (m, 2H), 3.75 (s, 3H), 4.20-4.31 (m, 2H), 4.32-4.40 (m, 1H), 6.63-6.69 (m, 1H), 6.73 (dd, J=12.9, 3.0 Hz, 1H), 7.03-7.10 (m, 1H); ESI-MS m/z [M+H]+ 414.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181249B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-670ddbed3f08412aa01c485601dd73ce |
| Source note | uspto-grants-2015_11 |