HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178418361, compound → HCID 178517782, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178517783 | HCID 178517783 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178517782 | HCID 178517782 | 77% |
Reaction Steps
To 7-benzyl-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-ol (0.47 g, 1.52 mmol) partially dissolved in methanol (20 mL) was added palladium hydroxide on carbon (70 mg, wet, 20% by weight dry basis). The reaction was stirred for 20 hours in a Parr shaker under a pressure of 50 psi hydrogen. The reaction was then filtered through a Celite plug, eluting with methanol (400 mL). The filtrate was concentrated in vacuo to yield 2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-ol as a light beige solid (255 mg, 77% yield). 1H NMR (400 MHz, MeOD) δ ppm 4.09 (s, 2H), 3.48 (t, J=6.32 Hz, 2H), 2.78 (t, J=6.32 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809352B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-8756a7fa83404e0baeae97783c0bed27 |
| Source note | uspto-grants-2014_08 |