2,6-Dimethylphenylboronic acid → {(S)-6-[(R)-7-Fluoro-4-(2,6-dimethyl-phenoxy)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

HRID 2408533Notes

Reaction equation

HRID 2408533 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19]([OH:25])[CH:20]=[CH:21][C:22]=4[F:24])[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1.[CH3:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([CH3:34])[C:29]=1B(O)O>>[CH3:1][O:2][C:3](=[O:26])[CH2:4][C@H:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C@H:15]3[C:23]4[C:18](=[C:19]([O:25][C:29]5[C:30]([CH3:34])=[CH:31][CH:32]=[CH:33][C:28]=5[CH3:27])[CH:20]=[CH:21][C:22]=4[F:24])[CH2:17][CH2:16]3)=[CH:13][C:8]=2[O:7][CH2:6]1

Participants

3

Reactant 2

HCID 5833222,6-Dimethylphenylboronic acidHCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl ester

Product 1

HCID 86720109{(S)-6-[(R)-7-Fluoro-4-(2,6-dimethyl-phenoxy)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

Procedure

The title compound is prepared from {(S)-6-[(R)-7-fluoro-4-hydroxy-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 2,6-dimethyl-phenylboronic acid following a procedure analogous to that described for Intermediate 6. LC (method 3): tR=0.96 min; Mass spectrum (ESI+): m/z=485 [M+Na]+.

Sources & evidence

ORD record
ord-e9427c47ef5046f684de8252169a5d86
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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