HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178441811, compound → HCID 178441812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178441811 | HCID 178441811 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178441812 | HCID 178441812 | 80.8% |
Reaction Steps
A solution of 5-butyl-N-(2,4-dimethoxybenzyl)-3-(6-(pyrrolidin-1-yl)hex-1-yn-1-yl)-1H-pyrazolo[4,3-d]pyrimidin-7-amine (20 g, 40.8 mmol) in ethanol (500 mL) was hydrogenated over Pd—C (5 g, 4.70 mmol) for 4 hour (H2 uptake complete). The mixture was filtered through Hyflo and evaporated. The residue in DCM (30 mL) was purified on a 120 g silica cartridge (Redisep Gold) eluted with toluene-ethanol-NH3 (85/15/1.5) in 7 batches-taking off product and lower running impurity and recycling the cartridge each time (total volume˜3 liters). Evaporation of appropriate fractions gave the title compound as a yellow gum (16.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09173872B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b1fc460dc9b547779a02d1c3b2dce8e2 |
| Source note | uspto-grants-2015_11 |