HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 1-(4'-(Cyclopropylmethyl)-2-(methylsulfinyl)-4,5'-bipyrimidin-2'-ylamino)-2-methylpropan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-(4'-(Cyclopropylmethyl)-2-(methylthio)-4,5'-bipyrimidin-2'-ylamino)-2-methylpropan-2-ol | HCID 67983645 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4'-(Cyclopropylmethyl)-2-(methylsulfinyl)-4,5'-bipyrimidin-2'-ylamino)-2-methylpropan-2-ol | HCID 67983640 | 40.3% |
Reaction Steps
To a solution of 1-(4′-(Cyclopropylmethyl)-2-(methylthio)-4,5′-bipyrimidin-2′-ylamino)-2-methylpropan-2-ol (90 mg, 0.261 mmol) in DCM (521 μl), mCPBA (70.6 mg, 0.287 mmol) was added in portions, and the reaction mixture was stirred at rt for 1 h. The crude product was purified by a Biotage silica gel chromatography [10 g SNAP column, 100% DCM to 12% MeOH/DCM] to obtain the desired product as a yellow solid (38 mg, 40% yield). MS (ES+): m/z=362.2 (100) [MH+]. HPLC: tR=0.90 min over 3 min. Purity: 100% [HPLC (LC/MS) at 220 nm].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685993B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-22d33bb9e421415886a51bdb9cf48615 |
| Source note | uspto-grants-2014_04 |