HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57388053, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 57387080 | HCID 57387080 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 57388053 | HCID 57388053 | 86% |
Reaction Steps
To a solution of tert-butyl{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]phenyl}carbamate (1.00 g, 2.79 mmol) in pyridine (30 mL) was added cyclopropanecarbonyl chloride (327 μL, 3.63 mmol), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added water (100 mL), and the mixture was extracted with ethyl acetate (100 mL, 30 mL). The combined organic layer was washed with saturated brine (20 mL), and dried over anhydrous sodium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from tetrahydrofuran and hexane to give the title compound (1.02 g, 86%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344135B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-28c181d402b240ba9918347adca521e8 |
| Source note | uspto-grants-2013_01 |