HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pentylamine → 6-Methyl-N4-pentyl-5-(4-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl)pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pentylamine | HCID 8060 | — |
| Reactant | 2-Amino-6-methyl-5-(4-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl)pyrimidin-4-yl 2,4,6-trimethylbenzenesulfonate | HCID 86676895 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 6-Methyl-N4-pentyl-5-(4-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl)pyrimidine-2,4-diamine | HCID 68415422 | — |
Reaction Steps
A mixture of the product from step (iii) (6.49 g) and n-pentylamine (7.34 ml) in 1-butanol was heated under reflux for 24 h. The solvent was evaporated and the residue partitioned between EtOAc and water. The organics were separated, dried and evaporated under reduced pressure. The residue was purified by column chromatography eluting with 8% MeOH/DCM to afford the subtitle compound, 3.4 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765939B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-749af9b865034e809959c7f94fb35932 |
| Source note | uspto-grants-2014_07 |