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)-isoquinolin-3-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

HRID 919077Notes

Reaction equation

HRID 919077 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[C:10]([C:11]=1[CH:12]([OH:22])[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH2:23]([O:25][C:26]([C:28]1([C:31]2[CH:36]=[CH:35][C:34]([C:37]3[CH:42]=[CH:41][C:40](B4OC(C)(C)C(C)(C)O4)=[CH:39][CH:38]=3)=[CH:33][CH:32]=2)[CH2:30][CH2:29]1)=[O:27])[CH3:24]>>[CH2:23]([O:25][C:26]([C:28]1([C:31]2[CH:32]=[CH:33][C:34]([C:37]3[CH:38]=[CH:39][C:40]([C:2]4[N:3]=[CH:4][C:5]5[C:10]([C:11]=4[CH:12]([OH:22])[CH2:13][CH2:14][CH2:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[CH:9][CH:8]=[CH:7][CH:6]=5)=[CH:41][CH:42]=3)=[CH:35][CH:36]=2)[CH2:30][CH2:29]1)=[O:27])[CH3:24]

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 866970891-(3-Chloro-isoquinolin-4-yl)-4-phenyl-butan-1-ol

Product 1

HCID 679580721-{4'-[4-(1-Hydroxy-4-phenyl-butyl)-isoquinolin-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-(3-chloro-isoquinolin-4-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-a2478e099cc548989c85b5753ea4b77e
Source dataset
uspto-grants-2016_03
Patent number
US09272990B2

Reaction notes

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