HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68181596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 137329571 | HCID 137329571 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68181596 | HCID 68181596 | — |
Reaction Steps
4-{6-[1-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylethynyl]-2-methyl-benzoimidazol-1-yl}-[1,3,5]triazin-2-ylamine (6-e) (80 mg, 0.17 mmol) was dissolved in THF (100 mL), TBAF (113 mg, 0.43 mmol) was added. The resulting mixture was stirred at room temperature for 12 h. Water (5 mL) was added, extracted with EtOAc. The organic phase was concentrated, purified via prep-TLC separation to afford the title target (27.5 mg, 47%): 1H NMR (400 MHz, DMSO) delta 1.55-1.76 (m, 8H), 2.86 (s, 3H), 3.40 (d, J=4.8 Hz, 2H), 4.96 (t, J=4.8 Hz, 1H), 7.25 (d, J=8.4 Hz, 1H), 7.50 (d, J=8.4 Hz, 1H), 7.90-8.10 (m, 2H), 8.30 (t, J=0.8 Hz, 1H), 8.63 (s, 1H). LCMS: m/z=+349.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901313B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-afed54dc80f04f09a2b83db66614e942 |
| Source note | uspto-grants-2014_12 |