HuagongsheHuagongshe Chemistry Print Report · For research reference only
((4-Bromo-2-fluorobenzyl)oxy)(tert-butyl)dimethylsilane → [({2-[(1-{5-[3-Fluoro-4-(hydroxymethyl)phenyl]pyridin-2-yl}piperidin-4-yl)methyl]-5-hydroxy-6-methylpyrimidin-4-yl}carbonyl)amino]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | ((4-Bromo-2-fluorobenzyl)oxy)(tert-butyl)dimethylsilane | HCID 57685175 | — |
| Reactant | Ethyl({[5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidin-4-yl]carbonyl}amino)acetate | HCID 123856667 | — |
| Product | [({2-[(1-{5-[3-Fluoro-4-(hydroxymethyl)phenyl]pyridin-2-yl}piperidin-4-yl)methyl]-5-hydroxy-6-methylpyrimidin-4-yl}carbonyl)amino]acetic acid | HCID 52932571 | 21% |
Reaction Steps
In accordance with Examples 19-(2), 1-(10), 22-(4) and 1-(13), but using ethyl({[5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidin-4-yl]carbonyl}amino)acetate instead of tert-butyl 5-(benzyloxy)-2-{[1-(5-bromopyridin-2-yl)piperidin-4-yl]methyl}-6-methylpyrimidine-4-carboxylate, and [(4-bromo-2-fluorobenzyl)oxy](tert-butyl)dimethylsilane instead of tert-butyl[(4-iodobenzyl)oxy]dimethylsilane, the title compound (yield 21%) was afforded as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785462B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-fd5b5224b90a4ae2ae2c2d2783d9a001 |
| Source note | uspto-grants-2014_07 |