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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831466Generated: October 27, 2026

Trifluoroacetic acid → (R)-2-[5-Phenylmethylthio-2-(piperidin4-ylamino)-thiazolo[4,5-d]pyrimidin-7-ylamino]-4-methyl-pentan-1-ol

https://huagongshe.com/reaction/1831466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 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 esterHCID 86760111—
SolventDichloromethaneHCID 6344—
Product(R)-2-[5-Phenylmethylthio-2-(piperidin4-ylamino)-thiazolo[4,5-d]pyrimidin-7-ylamino]-4-methyl-pentan-1-olHCID 2103568173%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067657B2
Source datasetuspto-grants-2006_06
ORD IDord-f1078afb97e146c6ba7b5210f3973c92
Source noteuspto-grants-2006_06