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

HRID 919075Notes

Reaction equation

HRID 919075 reaction equation
Br[C:2]1[C:3]([CH:7]([OH:17])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][S:5][CH:6]=1.[CH2:18]([O:20][C:21]([C:23]1([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][C:35](B4OC(C)(C)C(C)(C)O4)=[CH:34][CH:33]=3)=[CH:28][CH:27]=2)[CH2:25][CH2:24]1)=[O:22])[CH3:19]>>[CH2:18]([O:20][C:21]([C:23]1([C:26]2[CH:27]=[CH:28][C:29]([C:32]3[CH:33]=[CH:34][C:35]([C:2]4[C:3]([CH:7]([OH:17])[CH2:8][CH2:9][CH2:10][C:11]5[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=5)=[CH:4][S:5][CH:6]=4)=[CH:36][CH:37]=3)=[CH:30][CH:31]=2)[CH2:25][CH2:24]1)=[O:22])[CH3:19]

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 679637691-(4-Bromo-thiophen-3-yl)-4-phenyl-butan-1-ol

Product 1

HCID 679579531-{4'-[4-(1-Hydroxy-4-phenyl-butyl)-thiophen-3-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

Procedure

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

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-35f63d9d446f447f85d0b15c8810d813
Source dataset
uspto-grants-2016_03
Patent number
US09272990B2

Reaction notes

Loading…