HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-8-(benzyloxy)-5-(2-bromo-1-((tert-butyldimethylsilyl)oxy)ethyl)quinolin-2(1H)-one → 8-(benzyloxy)-5-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({9-[4-((3-[cyclohexyl(hydroxy)phenyl methyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-yl]nonyl}-amino)ethyl]quinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-8-(benzyloxy)-5-(2-bromo-1-((tert-butyldimethylsilyl)oxy)ethyl)quinolin-2(1H)-one | HCID 15606253 | — |
| Reactant | (1-{[1-(9-aminononyl)piperidin-4-yl]methyl}-1H-1,2,4-triazol-3-yl)(cyclohexyl)phenylmethanol | HCID 59145971 | — |
| Product | 8-(benzyloxy)-5-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({9-[4-((3-[cyclohexyl(hydroxy)phenyl methyl]-1H-1,2,4-triazol-1-yl}methyl)piperidin-1-yl]nonyl}-amino)ethyl]quinolin-2(1H)-one | HCID 59145940 | 24% |
Reaction Steps
The title compound was prepared from (1-{[1-(9-aminononyl)piperidin-4-yl]methyl}-1H-1,2,4-triazol-3-yl)(cyclohexyl)phenylmethanol (Preparation 22, 150 mg, 0.303 mg) and 8-(benzyloxy)-5-[(1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]quinolin-2(1H)-one (WO05/09286, 148 mg, 0.303 mmol) using the same method as described in preparation 7, to give a clear oil, in 24% yield, 66 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263623B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-b1c93129bd944edda10d25be915efc9c |
| Source note | uspto-grants-2012_09 |