3-Cyanophenylboronic acid → 2-(3-Cyano-3'',5''-bis-trifluoromethyl-[1,1';3',1'']terphenyl-5'-yl)-4-methyl-pentanoic acid methyl ester

HRID 426351Notes

Reaction equation

HRID 426351 reaction equation
[CH3:1][O:2][C:3](=[O:37])[CH:4]([C:9]1[CH:10]=[C:11]([C:23]2[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[C:25]([C:33]([F:36])([F:35])[F:34])[CH:24]=2)[CH:12]=[C:13](OS(C(F)(F)F)(=O)=O)[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].[C:38]([C:40]1[CH:41]=[C:42](B(O)O)[CH:43]=[CH:44][CH:45]=1)#[N:39]>>[CH3:1][O:2][C:3](=[O:37])[CH:4]([C:9]1[CH:10]=[C:11]([C:23]2[CH:28]=[C:27]([C:29]([F:31])([F:32])[F:30])[CH:26]=[C:25]([C:33]([F:34])([F:36])[F:35])[CH:24]=2)[CH:12]=[C:13]([C:44]2[CH:43]=[CH:42][CH:41]=[C:40]([C:38]#[N:39])[CH:45]=2)[CH:14]=1)[CH2:5][CH:6]([CH3:7])[CH3:8]

Participants

3

Reactant 2

HCID 27343253-Cyanophenylboronic acidHCID 577549144-Methyl-2-(5-trifluoromethanesulfonyloxy-3',5'-bis-trifluoromethyl-bi phenyl-3-yl)-pentanoic acid methyl ester2×

Product 1

HCID 590047682-(3-Cyano-3'',5''-bis-trifluoromethyl-[1,1';3',1'']terphenyl-5'-yl)-4-methyl-pentanoic acid methyl esterYield 48%

Procedure

The title compound was prepared in 48% yield from 4-methyl-2-(5-trifluoromethanesulfonyloxy-3′,5′-bis-trifluoromethyl-biphenyl-3-yl)-pentanoic acid methyl ester (prepared in Intermediate A) and 3-cyanophenylboronic acid under the conditions described in Example 26, step (d).

Sources & evidence

ORD record
ord-0c3494acb08544c5ba4d19f5fd641be6
Source dataset
uspto-grants-2012_01
Patent number
US08106236B2

Reaction notes

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