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

HRID 2092482Notes

Reaction equation

HRID 2092482 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:34])[NH:12][C:13]1[C:14]([CH3:33])=[N:15][O:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21](B2OC(C)(C)C(C)(C)O2)=[CH:20][CH:19]=1)[CH3:9].Br[C:36]1[CH:41]=[CH:40][C:39]([CH:42]([CH2:46][CH3:47])[C:43]([OH:45])=[O:44])=[CH:38][CH:37]=1>>[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]([CH3:33])=[N:15][O:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([C:36]2[CH:41]=[CH:40][C:39]([CH:42]([CH2:46][CH3:47])[C:43]([OH:45])=[O:44])=[CH:38][CH:37]=2)=[CH:20][CH:19]=1)=[O:34])[CH3:9]

Participants

3

Reactant 2

HCID 574722-(4-Bromophenyl)butanoic acidHCID 67350276{3-methyl-5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-isoxazol-4-yl}-carbamic acid (R)-1-(2-chloro-phenyl)-ethyl ester

Product 1

HCID 462390012-(4'-{4-[(R)-1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-butyric acid

Procedure

Prepared as described in Example 36, Step 6 using {3-methyl-5-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-isoxazol-4-yl}-carbamic acid (R)-1-(2-chloro-phenyl)-ethyl ester and 2-(4-bromophenyl)butanoic acid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-5a3807c3ee4e426d87305e6724ebe313
Source dataset
uspto-grants-2013_05
Patent number
US08440707B2

Reaction notes

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