HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18009130, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromopropionitrile | HCID 17020 | — |
| Reactant | HCID 18009127 | HCID 18009127 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 18009130 | HCID 18009130 | 26% |
Reaction Steps
To a solution of 4-{4-[2,3-epoxypropoxy]anilino}-6-(2,5-dichloroanilino)pyrimidine (Reference Example 9, 1.4 g) in DMSO (3.75 ml) was added K2CO3 (1.1 g) and 3-bromopropionitrile (0.66 ml) and the reaction stirred for 20 hours. The mixture was poured into water and extracted with EtOAc. The organic extract was dried (MgSO4) and evaporated. The residue was purified by column chromatography eluting with DCM:MeOH; 99:1 to give the product (436 mg, 26%) as a colourless oil. NMR: 2.66 (1H, t), 2.78-2.92 (3H, m), 3.76 (1H, dd), 3.82-4.36 (3H, m), 5.28 (1H, s), 6.82 (2H, d), 7.38 (2H, d), 7.57 (1H, dd), 7.72 (1H, m), 8.25 (1H, s), 8.89 (1H, s); m/z 456(MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06632820B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-38938cf56b9b4f63bc00756ad34f142c |
| Source note | uspto-grants-2003_10 |