HuagongsheHuagongshe Chemistry Print Report · For research reference only
{(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester → {(S)-6-[(R)-4-(2,6-Dimethyl-4-(2-methyl-pyridin-4-yl)-phenyl)-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | {(S)-6-[(R)-4-bromo-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester | HCID 86697103 | — |
| Reactant | {(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester | HCID 86697106 | — |
| Reactant | 4-(4-Bromo-3,5-dimethyl-phenyl)-2-methyl-pyridine | HCID 86697294 | — |
| Product | {(S)-6-[(R)-4-(2,6-Dimethyl-4-(2-methyl-pyridin-4-yl)-phenyl)-7-fluoro-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid | HCID 86697392 | — |
Reaction Steps
The methyl ester of the title compound is prepared from {(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4-(4-bromo-3,5-dimethyl-phenyl)-2-methyl-pyridine following a procedure analogous to that described in Step 5 of Intermediate 1. Saponification of the methyl ester following a procedure analogous to that described for Example 4 gives the title compound; if the title compound does not precipitate from the aqueous solution, the crude title compound is purified by HPLC. LC (method 9): tR=0.95 min; Mass spectrum (ESI+): m/z=524 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642585B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-70099e1e655543729087d37c8aa09d9b |
| Source note | uspto-grants-2014_02 |