Tert-butyl(4-chloro-2-ethynylphenoxy)acetate → HCID 131729963, compound

HRID 2390222Notes

Reaction equation

HRID 2390222 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].Br[C:20]1[CH:21]=[C:22]([S:27]([NH:30][CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])(=[O:29])=[O:28])[CH:23]=[CH:24][C:25]=1[CH3:26]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:20]1[CH:21]=[C:22]([S:27]([NH:30][CH2:31][C:32]([CH3:34])([CH3:33])[CH3:35])(=[O:28])=[O:29])[CH:23]=[CH:24][C:25]=1[CH3:26])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×HCID 670080023-Bromo-N-(2,2-dimethylpropyl)-4-methylbenzenesulfonamide2×

Product 1

HCID 131729963HCID 131729963, compound

Procedure

Following the general method as outlined in Intermediate 20, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and 3-bromo-N-(2,2-dimethyl-propyl)-4-methyl-benzenesulfonamide (Intermediate 145), the title compound was obtained after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-23229a57b3744693a6c354a12eff3153
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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