[3-Fluoro-4-(hydroxymethyl)phenyl]boronic acid → HCID 86720154, compound

HRID 2408584Notes

Reaction equation

HRID 2408584 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.[F:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][C:33]=1[CH2:34][OH:35]>>[F:24][C:22]1[CH:21]=[CH:20][C:19]([O:25][C:30]2[CH:31]=[CH:32][C:33]([CH2:34][OH:35])=[C:28]([F:27])[CH:29]=2)=[C:18]2[C:23]=1[C@H:15]([O:14][C:12]1[CH:11]=[CH:10][C:9]3[C@H:5]([CH2:4][C:3]([OH:2])=[O:26])[CH2:6][O:7][C:8]=3[CH:13]=1)[CH2:16][CH2:17]2

Participants

3

Reactant 2

HCID 57497267[3-Fluoro-4-(hydroxymethyl)phenyl]boronic acidHCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl ester

Product 1

HCID 86720154HCID 86720154, 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-fluoro-4-hydroxymethyl-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 6): tR=1.02 min; Mass spectrum (ESI−): m/z=467 [M−H]−.

Sources & evidence

ORD record
ord-654230acdd304b2682d74c751f5a4aaa
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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