HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 91325177, compound → N-[5-(5-amino-2-chloro-4-fluorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 91325177 | HCID 91325177 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | N-[5-(5-amino-2-chloro-4-fluorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]propanamide | HCID 86646047 | 79.5% |
Reaction Steps
A mixture of tert-butyl(4-chloro-2-fluoro-5-{[2-(propanoylamino)[1,3]thiazolo[5,4-b]pyridin-5-yl]oxy}phenyl)carbamate (1.26 g, 2.70 mmol) and trifluoroacetic acid (10 mL) was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (100 mL). The solution was washed with aqueous sodium hydrogen carbonate solution (30 mL×2) and saturated brine (10 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=67/33→0/100) to give the title compound (787 mg, 79%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344135B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6f74564a737a49a698fffd62ba6d788c |
| Source note | uspto-grants-2013_01 |