Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 178454991 | HCID 178454991 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178454990 | HCID 178454990 | — |
Reaction Steps
A solution of tert-butyl-[2-(4-chloro-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-3,5,6-trifluoro-4-pyridyl]-dimethyl-silane (398 mg, 1.00 mmol), triethylamine (100.7 mg, 138.7 μL, 0.9953 mmol) in EtOAc (19 mL) was subjected to hydrogenation using H-cube apparatus. The following conditions were used to transform the starting material to subtitle product; 1×500 μL injection at 100 μL/min @ 70° C. followed by 4×4000 μL injection of reagent solution run at 150 μL/min @ 70° C. The product fractions were combined, diluted with EtOAc, washed with water (3×), brine, dried (MgSO4), filtered and concentrated in vacuo to give the sub title product as an orange solid (172 mg, 43.2% Yield). H1 NMR (400 MHz, DMSO) δ 14.59 (1H, s), 9.66 (1H, s), 9.10 (1H, m), 0.96 (9H, s) and 0.48 (6H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809335B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-493835fb4ea3433ea12feb02a8473dad |
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| Source note | uspto-grants-2014_08 |
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