HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-benzyl-6-chloropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N-benzyl-6-chloropyrimidin-4-amine | HCID 3771857 | 68.3% |
Reaction Steps
To a solution of 4,6-dichloro-pyrimidine (1.5 g, 10 mmol) in iPrOH (40 mL) and DIPEA (1.55 g, 12 mmol) was added a solution of benzylamine (1.28 g, 12 mmol) at room temperature. The resulting mixture was stirred at room temperature for 2.5 hours. Water was added and the mixture was extracted with DCM. The combined extracts were washed with brine, dried over anhydrous Na2SO4, and concentrated to give the crude product, which was purified by flash chromatography on silica to obtain the title compound (1.5 g, yield: 68%) as a white solid. H NMR (300 MHz, CDCl3) δ 8.35 (br s, 1H), 7.20-7.38 (m, 5H), 6.35 (s, 1H), 4.52 (s, 2H); MS (ESI): 220 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434697B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-bd7eb2ddea574471a3c85b558ca28f0c |
| Source note | uspto-grants-2016_09 |