HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 91597838, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86646094 | HCID 86646094 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 91597838 | HCID 91597838 | 98.2% |
Reaction Steps
To a solution of tert-butyl {3-[(2-amino[1,3]thiazolo[5,4-d]pyrimidin-5-yl)amino]-4-methylphenyl)carbamate (1.20 g, 3.22 mmol) in pyridine (20 mL) was added acetyl chloride (575 μL, 8.06 mmol), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution (50 mL), and the mixture was extracted with ethyl acetate (50 mL, 10 mL). The combined organic layer was washed with saturated brine (10 mL), filtered through a basic silica gel pad, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate to give the title compound (1.31 g, 98%) as a pale-purple solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344135B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6457bdf69d82433aa3d9143bfe2c4bbf |
| Source note | uspto-grants-2013_01 |