HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 68181840, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-butyl 3-[[1-(2-aminopyrimidin-4-yl)-6-bromo-1H-1,3-benzodiazol-2-yl]oxy]azetidine-1-carboxylate | HCID 68181663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68181840 | HCID 68181840 | 1,130% |
Reaction Steps
Trifluoroacetic acid (0.5 mL) was added dropwise into a solution of tert-butyl 3-[[1-(2-aminopyrimidin-4-yl)-6-bromo-1H-1,3-benzodiazol-2-yl]oxy]azetidine-1-carboxylate (250 mg, 0.49 mmol, 90%) in dichloromethane (2 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 hr. Triethylamine was then added to adjust the pH of the solution to 8. The mixture was concentrated under vacuum to give 2 g (88%) of 4-[2-(azetidin-3-yloxy)-6-bromo-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine as dark red oil: LC-MS: m/z=+361 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901313B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-d702593ebba94d10bd23f1edbcbad059 |
| Source note | uspto-grants-2014_12 |