2-(2-Bromo-4-chlorophenoxy)-2-methylpropanoate → 2-(4-Chloro-2-{[2-fluoro-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)-2-methylpropanoic acid

HRID 2390375Notes

Reaction equation

HRID 2390375 reaction equation
Br[C:2]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:3]=1[O:4][C:5]([CH3:10])([CH3:9])[C:6]([O-:8])=[O:7].[C:16]([C:18]1[CH:23]=[C:22]([S:24]([CH2:27][CH2:28][CH3:29])(=[O:26])=[O:25])[CH:21]=[CH:20][C:19]=1[F:30])#[CH:17]>>[Cl:15][C:13]1[CH:12]=[CH:11][C:3]([O:4][C:5]([CH3:10])([CH3:9])[C:6]([OH:8])=[O:7])=[C:2]([C:17]#[C:16][C:18]2[CH:23]=[C:22]([S:24]([CH2:27][CH2:28][CH3:29])(=[O:26])=[O:25])[CH:21]=[CH:20][C:19]=2[F:30])[CH:14]=1

Participants

3

Reactant 2

HCID 422333052-(2-Bromo-4-chlorophenoxy)-2-methylpropanoate2×HCID 585219352-Ethynyl-1-fluoro-4-(propylsulfonyl)benzene2×

Product 1

HCID 565955702-(4-Chloro-2-{[2-fluoro-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)-2-methylpropanoic acid

Procedure

Following the general method as outlined in Example 168, starting from 2-(2-bromo-4-chlorophenoxy)-2-methylpropanoate (Intermediate 264), and 2-ethynyl-1-fluoro-4-(propane-1-sulfonyl)-benzene (Intermediate 109) the title compound was obtained as a brown sticky solid after purification by preparative HPLC.

Sources & evidence

ORD record
ord-519629195efe4a02877a406ce99eb653
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

Loading…