3-Cyanophenylboronic acid → HCID 86720153, compound

HRID 2408583Notes

Reaction equation

HRID 2408583 reaction equation
C[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.[C:27]([C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[CH:33][CH:34]=1)#[N:28]>>[C:27]([C:29]1[CH:34]=[C:33]([CH:32]=[CH:31][CH:30]=1)[O:25][C:19]1[CH:20]=[CH:21][C:22]([F:24])=[C:23]2[C:18]=1[CH2:17][CH2:16][C@H:15]2[O:14][C:12]1[CH:11]=[CH:10][C:9]2[C@H:5]([CH2:4][C:3]([OH:2])=[O:26])[CH2:6][O:7][C:8]=2[CH:13]=1)#[N:28]

Participants

3

Reactant 2

HCID 27343253-Cyanophenylboronic acidHCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl ester

Product 1

HCID 86720153HCID 86720153, compound

Procedure

The methyl ester of 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 3-cyano-phenylboronic acid following a procedure analogous to that described for Intermediate 6. The title compound is obtained after saponification of the methyl ester as described for Example 1. LC (method 2): tR=1.10 min; Mass spectrum (ESI+): m/z=446 [M+H]+.

Sources & evidence

ORD record
ord-42c069cda9ef439e893c3918e13684b5
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

Loading…