HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178461926, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | [(S)-1-(7-Bromo-6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydropyran-2-yl)-9H-purin-6-yl]amine | HCID 68157939 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 178461926 | HCID 178461926 | 81.1% |
Reaction Steps
4N HCl in dioxane (0.5 mL) was added to a solution of [(S)-1-(7-bromo-6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydropyran-2-yl)-9H-purin-6-yl]amine (128 mg, 0.24 mmol) in MeOH (3 mL) and the mixture stirred at RT for 30 min. The volatiles were removed in vacuo and the resulting residue purified by HPLC (Phenomenex Gemini 5 μm C18 on a 25 min gradient 10-90% 0.1% HCO2H in acetonitrile/water) to afford 178 (88 mg, 81%). LCMS (Method K): RT 3.82 min [M+H]+ 451.9/453.8. 1H NMR (DMSO-d6, 400 MHz): δ 8.19-7.86 (3H, m), 7.70 (1H, dd, J=8.75, 4.59 Hz), 7.64-7.33 (5H, m), 7.26 (1H, t, J=9.22 Hz), 5.22 (1H, s), 1.56 (3H, d, J=6.87 Hz)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-e5fe0017f6924555822c5e2db2f35408 |
| Source note | uspto-grants-2014_02 |