HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (RS)-S-[4-({5-bromo-4-[(RS)-(1-hydroxymethyl-propyl)sulfanyl]pyrimidin-2-yl}amino)phenyl]-S-methyl Sulfoximide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (RS)-2-mercapto-butan-1-ol | HCID 14249190 | — |
| Reactant | (RS)-S-{4-[(5-bromo-4-chloropyrimidin-2-yl)amino]phenyl}-S-methyl sulfoximide | HCID 59674032 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (RS)-S-[4-({5-bromo-4-[(RS)-(1-hydroxymethyl-propyl)sulfanyl]pyrimidin-2-yl}amino)phenyl]-S-methyl Sulfoximide | HCID 59674013 | 59.1% |
Reaction Steps
362 mg of (RS)—S-{4-[(5-bromo-4-chloropyrimidin-2-yl)amino]phenyl}-S-methyl sulfoximide is dissolved in 1.5 ml of dimethylformamide, mixed with 0.5 ml of triethylamine and 320 mg of (RS)-2-mercapto-butan-1-ol and stirred for 18 hours at room temperature. The mixture is evaporated to the dry state in a vacuum and purified by flash chromatography (dichloromethane/ethanol). 255 mg of the product with a melting point of 175-180° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507510B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-3d26bcd669624636a95ee104bfbda64f |
| Source note | uspto-grants-2013_08 |