HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(Bromomethyl)-1-methylquinolin-2(1H)-one → (2S,4R)-4-[5-fluoro-3-(1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethoxy)phenyl]-4-methoxy-2-methyltetrahydropyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(Bromomethyl)-1-methylquinolin-2(1H)-one | HCID 15199065 | — |
| Reactant | (2S,4R)-4-(5-fluoro-3-hydroxyphenyl)-4-methoxy-2-methyltetrahydropyran | HCID 22845134 | — |
| Product | (2S,4R)-4-[5-fluoro-3-(1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethoxy)phenyl]-4-methoxy-2-methyltetrahydropyran | HCID 10364303 | 66% |
Reaction Steps
Using the procedure described in Example 1, 6-bromomethyl-1,2-dihydro-1-methylquinolin-2-one was reacted with (2S,4R)-4-(5-fluoro-3-hydroxyphenyl)-4-methoxy-2-methyltetrahydropyran to give (2S,4R)-4-[5-fluoro-3-(1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethoxy)phenyl]-4-methoxy-2-methyltetrahydropyran in 66% yield, m.p. 91°-93° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05236919 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-472ce526a0214307a7172aee150c2817 |
| Source note | uspto-grants-1993_08 |