HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-((Benzyloxy)methyl)-2-butyl-7-(5-(4-isopropylpiperazin-1-yl)pent-1-yn-1-yl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine → 2-Butyl-7-(5-(4-isopropylpiperazin-1-yl)pentyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-((Benzyloxy)methyl)-2-butyl-7-(5-(4-isopropylpiperazin-1-yl)pent-1-yn-1-yl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine | HCID 118453811 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethyl sulfoxide methanol | HCID 22036561 | — |
| Product | 2-Butyl-7-(5-(4-isopropylpiperazin-1-yl)pentyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine | HCID 76072733 | 35.5% |
Reaction Steps
5-((Benzyloxy)methyl)-2-butyl-7-(5-(4-isopropylpiperazin-1-yl)pent-1-yn-1-yl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine (77 mg, 0.153 mmol) in ethanol (20 mL) was passed through the H-cube (settings: 45° C., full hydrogen, 1 mL/min flow rate and 10% palladium on carbon CatCart30 as the catalyst). A new 10% palladium on carbon CatCart30 cartridge was inserted into the H-cube and the solution was again passed through the H-cube (settings: 45° C., full hydrogen, 1 mL/min flow rate). The solution was evaporated in-vacuo to yield a white solid. The solid was dissolved in MeOH:DMSO (1:1) (1 mL) and purified by MDAP (Method B). the appropriate fraction was evaporated in-vacuo to yield the title compound as a white solid (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428512B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c317e864292b4f3f965b14c16a94c0df |
| Source note | uspto-grants-2016_08 |