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

HRID 919055Notes

Reaction equation

HRID 919055 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18](B4OC(C)(C)C(C)(C)O4)=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].Br[C:31]1[C:36]([CH:37]([OH:47])[CH2:38][CH2:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[CH:35][CH:34]=[CH:33][N:32]=1>>[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:31]4[C:36]([CH:37]([OH:47])[CH2:38][CH2:39][CH2:40][C:41]5[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=5)=[CH:35][CH:34]=[CH:33][N:32]=4)=[CH:17][CH:16]=3)=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 679580391-[4'-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl esterHCID 866970881-(2-Bromo-pyridin-3-yl)-4-phenyl-butan-1-ol

Product 1

HCID 679578571-{4'-[3-(1-Hydroxy-4-phenyl-butyl)-pyridin-2-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

Procedure

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

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-34f35be98f5b467cbaa285aa8e52cb61
Source dataset
uspto-grants-2016_03
Patent number
US09272990B2

Reaction notes

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