4-Chloro-3-fluorophenylboronic Acid → 2-(3-Fluoro-4-chloro-3'',5''-bis-trifluoromethyl[1,1';3',1'']terphenyl-5'-yl)-4-methyl-pentanoic acid methyl ester

HRID 426347Notes

Reaction equation

HRID 426347 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].[F:38][C:39]1[CH:40]=[C:41](B(O)O)[CH:42]=[CH:43][C:44]=1[Cl:45]>>[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:30])[F:32])[CH:26]=[C:25]([C:33]([F:34])([F:35])[F:36])[CH:24]=2)[CH:12]=[C:13]([C:41]2[CH:42]=[CH:43][C:44]([Cl:45])=[C:39]([F:38])[CH:40]=2)[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 577549144-Methyl-2-(5-trifluoromethanesulfonyloxy-3',5'-bis-trifluoromethyl-bi phenyl-3-yl)-pentanoic acid methyl ester2×

Product 1

HCID 590048012-(3-Fluoro-4-chloro-3'',5''-bis-trifluoromethyl[1,1';3',1'']terphenyl-5'-yl)-4-methyl-pentanoic acid methyl esterYield 65%

Procedure

The title compound was prepared in 65% yield from 4-methyl-2-(5-trifluoromethanesulfonyloxy-3′,5′-bis-trifluoromethyl-biphenyl-3-yl)-pentanoic acid methyl ester (prepared in Intermediate A) and 3-fluoro-4-chlorophenylboronic acid under the conditions described in Example 26, step (d).

Sources & evidence

ORD record
ord-5605a177a6724c71bb0ca4218e9d9b13
Source dataset
uspto-grants-2012_01
Patent number
US08106236B2

Reaction notes

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