4-Ethoxycarbonylmethylphenylboronic acid → (4'-{4-[(R)-1-(2-Chloro-phenyl)-ethoxycarbonylamino]-5-methyl-isoxazol-3-yl}-biphenyl-4-yl)-acetic acid

HRID 2045836Notes

Reaction equation

HRID 2045836 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]([O:10][C:11](=[O:26])[NH:12][C:13]1[C:14]([C:19]2[CH:24]=[CH:23][C:22](Br)=[CH:21][CH:20]=2)=[N:15][O:16][C:17]=1[CH3:18])[CH3:9].C([O:29][C:30]([CH2:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)=[O:31])C>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]([O:10][C:11]([NH:12][C:13]1[C:14]([C:19]2[CH:24]=[CH:23][C:22]([C:36]3[CH:37]=[CH:38][C:33]([CH2:32][C:30]([OH:31])=[O:29])=[CH:34][CH:35]=3)=[CH:21][CH:20]=2)=[N:15][O:16][C:17]=1[CH3:18])=[O:26])[CH3:9]

Participants

3

Reactant 2

HCID 457900024-Ethoxycarbonylmethylphenylboronic acidHCID 68184987[3-(4-bromo-phenyl)-5-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-chloro-phenyl)-ethyl ester

Product 1

HCID 50923256(4'-{4-[(R)-1-(2-Chloro-phenyl)-ethoxycarbonylamino]-5-methyl-isoxazol-3-yl}-biphenyl-4-yl)-acetic acid

Procedure

Prepared according to the procedure described in Example 1, Step 3 using the following starting materials: [3-(4-bromo-phenyl)-5-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-chloro-phenyl)-ethyl ester and (4-ethoxycarbonylmethylphenyl)boronic acid, pinacol ester. Mass spectometric data [M+H]=491.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-014d643f417d463b8a5ca5f834ec3eba
Source dataset
uspto-grants-2013_11
Patent number
US08592402B2

Reaction notes

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