HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrimidine, 2,4-dichloro-5-methyl- → 2-chloro-5-methyl-N-[(1S)-1-pyridin-3-ylbutyl]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrimidine, 2,4-dichloro-5-methyl- | HCID 74508 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1s)-1-(3-Pyridyl)butylamine | HCID 66838311 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-chloro-5-methyl-N-[(1S)-1-pyridin-3-ylbutyl]pyrimidin-4-amine | HCID 59777371 | — |
Reaction Steps
To a solution of (1S)-1-pyridin-3-ylbutan-1-amine (600 mg, 4.0 mmol) in ethanol (20 mL) was added 2,4-dichloro-5-methylpyrimdine (717 mg, 4.4 mmol) and diisopropylethylamine (1.4 mL, 8 mmol). The solution was heated at reflux for 24 h after which time the solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (30 mL) and washed with H2O (2×15 mL), brine (15 mL) and dried (Na2SO4). The residue remaining after concentration in vacuo was chromatographed using ethyl acetate-hexanes (9:1) as eluant to separate the desired product (370 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981900B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-a2172b5f5a014161aa5956d496b4e3bd |
| Source note | uspto-grants-2011_07 |