HuagongsheHuagongshe Chemistry Print Report · For research reference only
4H,5H,6H,7H-thieno(2,3-c)pyridine → {(S)-6-[(R)-4-(4,7-Dihydro-thieno[2,3-c]pyridin-6-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4H,5H,6H,7H-thieno(2,3-c)pyridine | HCID 12337025 | — |
| Reactant | {(S)-6-[(R)-4-Bromomethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester | HCID 86700813 | — |
| Reactant | HCID 90314437 | HCID 90314437 | — |
| Product | {(S)-6-[(R)-4-(4,7-Dihydro-thieno[2,3-c]pyridin-6-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid | HCID 90313752 | — |
Reaction Steps
The methyl ester of the title compound, {(S)-6-[(R)-4-(4,7-dihydro-thieno[2,3-c]pyridin-6-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester, is prepared from {(S)-6-[(R)-4-bromomethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4,5,6,7-tetrahydro-thieno[2,3-c]pyridine following a procedure analogous to that described for Intermediate 42. The crude product is directly submitted to the saponification conditions described for Example 1 to give the title compound upon chromatography on reversed phase (HPLC; acetonitrile/water). LC (method 6): tR=0.91 min; Mass spectrum (ESI+): m/z=530 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927531B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-fa9637142d1e408089f14bc1e7e14d71 |
| Source note | uspto-grants-2015_01 |