{1-[4'-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-biphenyl-4-yl]-cyclopropyl}-acetic acid ethyl ester → (1-{4'-[3-(1-Hydroxy-4-phenyl-butyl)-pyridin-2-yl]-biphenyl-4-yl}-cyclopropyl)-acetic acid ethyl ester

HRID 919071Notes

Reaction equation

HRID 919071 reaction equation
Br[C:2]1[C:7]([CH:8]([OH:18])[CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:19]([O:21][C:22](=[O:48])[CH2:23][C:24]1([C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:38]=[CH:37][C:36](B4OC(C)(C)C(C)(C)O4)=[CH:35][CH:34]=3)=[CH:29][CH:28]=2)[CH2:26][CH2:25]1)[CH3:20]>>[CH2:19]([O:21][C:22](=[O:48])[CH2:23][C:24]1([C:27]2[CH:28]=[CH:29][C:30]([C:33]3[CH:38]=[CH:37][C:36]([C:2]4[C:7]([CH:8]([OH:18])[CH2:9][CH2:10][CH2:11][C:12]5[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=5)=[CH:6][CH:5]=[CH:4][N:3]=4)=[CH:35][CH:34]=3)=[CH:31][CH:32]=2)[CH2:25][CH2:26]1)[CH3:20]

Participants

3

Reactant 2

HCID 67963776{1-[4'-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-biphenyl-4-yl]-cyclopropyl}-acetic acid ethyl esterHCID 866970881-(2-Bromo-pyridin-3-yl)-4-phenyl-butan-1-ol

Product 1

HCID 67957768(1-{4'-[3-(1-Hydroxy-4-phenyl-butyl)-pyridin-2-yl]-biphenyl-4-yl}-cyclopropyl)-acetic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 1, Step 2, using the following starting materials: 1-(2-bromo-pyridin-3-yl)-4-phenyl-butan-1-ol and {1-[4′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-biphenyl-4-yl]-cyclopropyl}-acetic acid ethyl ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d3207815cd4a4c78a9b9647e6de64a53
Source dataset
uspto-grants-2016_03
Patent number
US09272990B2

Reaction notes

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