HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (R)-2-[5-Phenylmethylthio-2-(piperidin4-ylamino)-thiazolo[4,5-d]pyrimidin-7-ylamino]-4-methyl-pentan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (R)-4-[5-Phenylmethylthio-7-(1-hydroxymethyl-3-methyl-butylamino)-thiazolo[4,5-d]pyrimidin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester | HCID 86760111 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-2-[5-Phenylmethylthio-2-(piperidin4-ylamino)-thiazolo[4,5-d]pyrimidin-7-ylamino]-4-methyl-pentan-1-ol | HCID 21035681 | 73% |
Reaction Steps
The product from step (b) (40 mg, 70 μmol) was dissolved in anhydrous dichloromethane (2.5 mL) and trifluoroacetic acid (269 μL, 3.5 mmol) was added. The mixture was stirred at room temperature for two hours. 1M Aqueous potassium carbonate (3.5 mL) followed by 0.1M aqueous sodium hydroxide (1 mL) were added and the product was extracted twice with dichloromethane. The precipitate which formed was filtered off, washed with dichloromethane and dried in vacuo at 40° C. overnight resulting in 24 mg (73% yield) of the title compound as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067657B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-f1078afb97e146c6ba7b5210f3973c92 |
| Source note | uspto-grants-2006_06 |