HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86761651, compound → HCID 68483867, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86761651 | HCID 86761651 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68483867 | HCID 68483867 | 0.1% |
Reaction Steps
A solution of 2-azido-4-bromo-N-({4-bromo-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide (0.030 g, 0.043 mmol) and catalytic palladium on Ca2CO3 (poisoned with lead) in THF (1 mL) was stirred under atmospheric hydrogen pressure overnight. The reaction mixture was filtered through celite and evaporated to give the title compound (0.029 mg, quant.) as a clear oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.43 (dd, J=8.47, 1.42 Hz, 1H) 7.31-7.37 (m, 1H) 7.21-7.26 (m, 1H) 7.11-7.17 (m, 1H) 7.06 (t, J=6.00 Hz, 1H) 7.01 (s, 1H) 5.69 (s, 2H) 4.85 (br. s., 2H) 4.63 (d, J=6.04 Hz, 2H) 3.59-3.68 (m, 2H) 0.86-0.94 (m, 2H) −0.03 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-bbbc5e10add5463981f60396813d3b98 |
| Source note | uspto-grants-2012_11 |