Tert-butyl(4-cyano-2-ethynylphenoxy)acetate → (4-Cyano-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)acetic acid

HRID 2390339Notes

Reaction equation

HRID 2390339 reaction equation
Br[C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH2:12][CH3:13])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:14].C([O:19][C:20](=[O:33])[CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][C:24]=1[C:31]#[CH:32])(C)(C)C>>[C:29]([C:26]1[CH:27]=[CH:28][C:23]([O:22][CH2:21][C:20]([OH:33])=[O:19])=[C:24]([C:31]#[C:32][C:2]2[CH:7]=[C:6]([S:8]([CH2:11][CH2:12][CH3:13])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=2[CH3:14])[CH:25]=1)#[N:30]

Participants

3

Reactant 2

HCID 58522073Tert-butyl(4-cyano-2-ethynylphenoxy)acetate2×HCID 585220912-Bromo-1-methyl-4-(propylsulfonyl)benzene2×

Product 1

HCID 56595443(4-Cyano-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)acetic acid

Procedure

Following the general method as outlined in Example 37, starting from 2-bromo-1-methyl-4-(propylsulfonyl)benzene (Intermediate 37) and tert-butyl(4-cyano-2-ethynylphenoxy)acetate (Intermediate 46), the title compound was obtained as a white solid after purification by preparative HPLC.

Sources & evidence

ORD record
ord-9ad030ddda4f48f685810f409309b2cd
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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