3-(4-Hydroxyphenyl)-2,2-dimethylpropanoic acid ethyl ester → 3-[4-(2-Isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2,2-dimethyl-propionic acid

HRID 62948Notes

Reaction equation

HRID 62948 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:9][CH:10]([CH3:12])[CH3:11])=[N:5][CH:6]=[CH:7][CH:8]=1.C([O:15][C:16](=[O:28])[C:17]([CH3:27])([CH3:26])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)C>>[CH:10]([S:9][C:4]1[C:3]([CH2:2][O:25][C:22]2[CH:21]=[CH:20][C:19]([CH2:18][C:17]([CH3:27])([CH3:26])[C:16]([OH:28])=[O:15])=[CH:24][CH:23]=2)=[CH:8][CH:7]=[CH:6][N:5]=1)([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 461805253-(4-Hydroxyphenyl)-2,2-dimethylpropanoic acid ethyl esterHCID 538166813-Chloromethyl-2-isopropylsulfanyl-pyridine

Product 1

HCID 742227033-[4-(2-Isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2,2-dimethyl-propionic acidYield 81.5%

Procedure

3-Chloromethyl-2-isopropylsulfanyl-pyridine (0.02 g, 0.099 mmol) obtained in Step C of Preparation Example 1 and 3-(4-hydroxy-phenyl)-2,2-dimethyl-propionic acid ethyl ester (0.022 g, 0.099 mmol) obtained in Step D of Preparation Example 39 were used to react sequentially in the same manner as in Steps A and B of Example 1 to obtain the title compound (0.029 g, 81%).

Workup

  1. customto react sequentially in the same manner as in Steps A and B of Example 1

Sources & evidence

ORD record
ord-1b4d6478ff924149839151d8a8575368
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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