HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypent-1-yn-1-yl)benzamide → N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypentyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypent-1-yn-1-yl)benzamide | HCID 58505289 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | N-[[1,6-Diethyl-4-[(tetrahydro-2H-pyran-4-yl)amino]-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl]-4-(5-hydroxypentyl)benzamide | HCID 58505267 | 101.3% |
Reaction Steps
Pd(OH)2 (200 mg) was added to a solution of Intermediate 32 (200 mg, 0.40 mmol) in THF/MeOH (5 mL each). The solution was treated with H2 at ambient pressure for 3 h. The reaction mixture was then filtered through a plug of celite. The plug was washed with MeOH (50 mL) and the solvent was concentrated in vacuo to afford the title compound as a pale yellow solid (200 mg). ES/MS calcd. for C28H40N5O3+ 494.3. found m/z=494.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367829B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-7720c0d5ee174b8d9f23c74dff928c9c |
| Source note | uspto-grants-2013_02 |