2-Iodo-1-methyl-4-(phenylsulfonyl)benzene → Tert-butyl(4-cyano-2-{[2-methyl-5-(phenylsulfonyl)phenyl]ethynyl}phenoxy)acetate

HRID 2390198Notes

Reaction equation

HRID 2390198 reaction equation
[C:1]([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])([CH3:4])([CH3:3])[CH3:2].I[C:21]1[CH:26]=[C:25]([S:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(=[O:29])=[O:28])[CH:24]=[CH:23][C:22]=1[CH3:36]>>[C:1]([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]#[C:18][C:23]1[CH:24]=[C:25]([S:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(=[O:29])=[O:28])[CH:26]=[CH:21][C:22]=1[CH3:36])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 565939772-Iodo-1-methyl-4-(phenylsulfonyl)benzene2×HCID 58522073Tert-butyl(4-cyano-2-ethynylphenoxy)acetate2×

Product 1

HCID 131729962Tert-butyl(4-cyano-2-{[2-methyl-5-(phenylsulfonyl)phenyl]ethynyl}phenoxy)acetateYield 89%

Procedure

Following the general method as outlined in Intermediate 79, starting from (4-cyano-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 46) and 2-iodo-1-methyl-4-(phenylsulfonyl)benzene (Intermediate 114), the title compound was obtained as a brown sticky solid in 89% yield.

Sources & evidence

ORD record
ord-ed2f5d86dcad4e0cb56d2882301c3fe5
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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