HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-tert-butyl (1-(5-bromo-2-(1H-1,2,4-triazol-1-yl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | (S)-tert-butyl (1-(5-bromo-2-(methylsulfonyl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate | HCID 90290216 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-tert-butyl (1-(5-bromo-2-(1H-1,2,4-triazol-1-yl)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)carbamate | HCID 90290151 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
In a microwave tube were charged with compound 23B (100 mg, 0.2 mmol), 1H-1,2,4-triazole (42 mg, 0.6 mmol), triethylamine (84 μL, 0.6 mmol) and DMF (0.6 mL, The mixture was heated up to 120° C. for 15 min in a Microwave Synthesizer. After cooled down, it was partitioned between ethyl acetate and 5% of LiCl aqueous solution. The organic layer was separated and concentrated. The residue was purified on silica gel chromatography eluting with ethyl acetate and hexanes to afford the title compound. MS (m/z) 481.21 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09050344B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-ec00d70c8fe542ddbb353012489ffe9b |
| Source note | uspto-grants-2015_06 |