HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58529715, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | HCID 58529537 | HCID 58529537 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58529715 | HCID 58529715 | 72% |
Reaction Steps
To a cooled (0° C.) solution of tert-butyl 4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-4-hydroxyazepane-1-carboxylate (2.45 g, 7.05 mmol) and triethylamine (2.95 mL, 21.2 mmol) in CH2Cl2 (49 mL) was added trifluoroacetic anhydride (1.99 mL, 14.1 mmol), dropwise. The ice bath was removed and the mixture was stirred at rt for 3 h. The reaction was quenched with H2O (40 mL) and the layers were separated. The organic phase was washed with brine, dried (Na2SO4), and concentrated to dryness. The crude residue was purified by ISCO® chromatography using 1:1 ethyl acetate/hexanes to afford 1.66 g (72%) of the desired product. ES-MS m/z 330.11 [M+H]+, HPLC RT (min) 2.47.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431695B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1ab3aa72aa0845eeab9d946de567a03f |
| Source note | uspto-grants-2013_04 |