HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 5-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 5-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochloride | HCID 68701629 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-bromo-N4-isopropyl-N2-[4-(methylsulfinyl)phenyl)-pyrimidine-2,4-diamine | HCID 59674017 | — |
Reaction Steps
1.77 g (4.6 mmol) of 5-bromo-N4-isopropyl-N2-[4-(methylsulfanyl)phenyl)-pyrimidine-2,4-diamine hydrochloride is taken up in 40 ml of DCM and mixed with 1.73 g (5.5 mmol) of 3-chloroperoxybenzoic acid (55%). The batch is stirred for 90 minutes at room temperature and then diluted with DCM. It is washed with saturated NaHCO3 solution and saturated NaCl solution. The organic phase is dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (DCM/EtOH 9:1). 553 mg (1.5 mmol, corresponding to 33% of theory) of the product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507510B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e1e6279c394a4c849c693e7672de4e1c |
| Source note | uspto-grants-2013_08 |