HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 5-[1-(2-Bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 2-Bromoaniline | HCID 11992 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | [5-(1-Chloro-ethyl)-2-methylsulfanyl-pyrimidin-4-yl]-methyl-amine | HCID 21908981 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[1-(2-Bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine | HCID 21908979 | 38.9% |
Reaction Steps
0.25 g of the product from Example 11b, supra, and 34 mg sodium iodide in 10 mL acetonitrile were stirred for 15 min at RT. The resulting suspension was added drop-wise at RT to a mixture of 0.21 g 2-bromoaniline (Aldrich) and 0.33 g N-ethyl-di-isopropyl amine (Aldrich) in 5 mL acetonitrile. Stirring was continued for 16 hrs and the mixture was diluted with 20 mL water and extracted with dichloromethane. Chromatography on silica (eluent CHCl3) yielded 158 mg of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129351B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-b4f91d0912544e099b5ce3690a144676 |
| Source note | uspto-grants-2006_10 |