2-Bromo-4-(isopropylsulfonyl)-1-methylbenzene → (4-Cyano-2-{[5-(isopropylsulfonyl)-2-methylphenyl]ethynyl}phenoxy)acetic acid

HRID 2390352Notes

Reaction equation

HRID 2390352 reaction equation
C([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=1[C:17]#[CH:18])(C)(C)C.Br[C:21]1[CH:26]=[C:25]([S:27]([CH:30]([CH3:32])[CH3:31])(=[O:29])=[O:28])[CH:24]=[CH:23][C:22]=1[CH3:33]>>[C:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([OH:5])=[O:19])=[C:10]([C:17]#[C:18][C:23]2[CH:24]=[C:25]([S:27]([CH:30]([CH3:31])[CH3:32])(=[O:28])=[O:29])[CH:26]=[CH:21][C:22]=2[CH3:33])[CH:11]=1)#[N:16]

Participants

3

Reactant 2

HCID 585220592-Bromo-4-(isopropylsulfonyl)-1-methylbenzene2×HCID 58522073Tert-butyl(4-cyano-2-ethynylphenoxy)acetate2×

Product 1

HCID 46866078(4-Cyano-2-{[5-(isopropylsulfonyl)-2-methylphenyl]ethynyl}phenoxy)acetic acid

Procedure

Following the general method as outlined in Example 37, starting from tert-butyl(4-cyano-2-ethynyl phenoxy)acetate (Intermediate 46) and 2-bromo-4-(isopropylsulfonyl)-1-methylbenzene (Intermediate 64), the title compound was obtained as a yellow solid.

Sources & evidence

ORD record
ord-5f2202a3d74d4933aa6cb313621ea51f
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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