HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetonitrile → [[4-Amino-2,6-bis[[(3-chloro-2-fluorophenyl)methyl]thio]-5-pyrimidinyl]amino]acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Bis[[(3-chloro-2-fluorophenyl)methyl]thio]-4,5-pyrimidinediamine | HCID 22037033 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | [[4-Amino-2,6-bis[[(3-chloro-2-fluorophenyl)methyl]thio]-5-pyrimidinyl]amino]acetonitrile | HCID 22037040 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of the product of example 13, step (a) (4.2 g) and diisopropylethylamine (1.2 ml) in dioxan (40 ml) was added bromoacetonitrile (1.2 g) and the mixture heated at 100° C. for 23 hours. After cooling, the red reaction solution was adsorbed onto silica and purified by silica gel flash column chromatography, eluting with dichloromethane then 95:5 dichloromethane:ethyl acetate, to give the subtitled compound as a pale orange solid (3.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071193B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-647e8eb37a8b4bd2ad684e9511d1df3d |
| Source note | uspto-grants-2006_07 |