(2-Methyl-1,3-benzothiazol-6-yl)boronic acid → HCID 86720147, compound

HRID 2408574Notes

Reaction equation

HRID 2408574 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[S:29][C:30]2[CH:36]=[C:35](B(O)O)[CH:34]=[CH:33][C:31]=2[N:32]=1>>[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:35]5[CH:34]=[CH:33][C:31]6[N:32]=[C:28]([CH3:27])[S:29][C:30]=6[CH:36]=5)[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 58343935(2-Methyl-1,3-benzothiazol-6-yl)boronic acidHCID 86720104[(S)-6-((R)-7-Fluoro-4-hydroxyindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid methyl ester

Product 1

HCID 86720147HCID 86720147, compound

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-methyl-benzothiazol-6-boronic acid (prepared from 2-methyl-benzothiazole-6-ylboronic acid pinacol ester using NaIO4 and NH4O2CCH3 in acetone and water) following a procedure analogous to that described for Intermediate 6. LC (method 3): tR=0.74 min; Mass spectrum (ESI+): m/z=506 [m+H]+.

Sources & evidence

ORD record
ord-566cfc8d1d844506a4ec803c562b6da4
Source dataset
uspto-grants-2014_08
Patent number
US08815864B2

Reaction notes

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