Ethyl 3-(4-hydroxyphenyl)-2-methylpropanoate → 3-[4-(2-Cyclopentylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2-methyl-propionic acid

HRID 62937Notes

Reaction equation

HRID 62937 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[N:5][CH:6]=[CH:7][CH:8]=1.C([O:17][C:18](=[O:29])[CH:19]([CH3:28])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)C>>[CH:10]1([S:9][C:4]2[C:3]([CH2:2][O:27][C:24]3[CH:23]=[CH:22][C:21]([CH2:20][CH:19]([CH3:28])[C:18]([OH:29])=[O:17])=[CH:26][CH:25]=3)=[CH:8][CH:7]=[CH:6][N:5]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 20748401Ethyl 3-(4-hydroxyphenyl)-2-methylpropanoateHCID 901182833-Chloromethyl-2-cyclopentylsulfanyl-pyridine

Product 1

HCID 742222023-[4-(2-Cyclopentylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2-methyl-propionic acidYield 40%

Procedure

3-Chloromethyl-2-cyclopentylsulfanyl-pyridine (0.056 g, 0.24 mmol) obtained in Step C of Preparation Example 8 and 3-(4-hydroxy-phenyl)-2-methyl-propionic acid ethyl ester obtained in Step B of Preparation Example 3 A were used to react sequentially in the same manner as in Steps A and B of Example 1 to obtain the title compound (0.035 g, 40%).

Workup

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

Sources & evidence

ORD record
ord-64bc7c3b02d648aebcbaf4da055a7ad3
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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