[4-(2-Ethoxy-2-oxoethyl)phenyl]boronic acid → 4-[5-(4-Carboxymethyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester

HRID 1184722Notes

Reaction equation

HRID 1184722 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19](Br)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].C([O:25][C:26]([CH2:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1)=[O:27])C>>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19]([C:32]4[CH:33]=[CH:34][C:29]([CH2:28][C:26]([OH:27])=[O:25])=[CH:30][CH:31]=4)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 45790002[4-(2-Ethoxy-2-oxoethyl)phenyl]boronic acidHCID 679732624-(5-Bromo-2,3-dihydro-benzofuran-2-yl)-piperidine-1-carboxylic acid isopropyl ester

Product 1

HCID 679766574-[5-(4-Carboxymethyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester

Procedure

The title compound is prepared from 4-(5-bromo-2,3-dihydro-benzofuran-2-yl)-piperidine-1-carboxylic acid isopropyl ester and 4-(ethoxycarbonylmethyl)phenyl boronic acid following a procedure analogous to that described for Intermediate 63. LC (method 5): tR=1.58 min; Mass spectrum (ESI+): m/z=424 [M+H]+.

Sources & evidence

ORD record
ord-23573e0ca62f4fb7b9fd37b957d66873
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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