Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate → 3-[3,5-Difluoro-4-(2-propylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-propionic acid ethyl ester

HRID 62928Notes

Reaction equation

HRID 62928 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:9][CH2:10][CH2:11][CH3:12])=[N:5][CH:6]=[CH:7][CH:8]=1.[CH2:13]([O:15][C:16](=[O:28])[CH2:17][CH2:18][C:19]1[CH:24]=[C:23]([F:25])[C:22]([OH:26])=[C:21]([F:27])[CH:20]=1)[CH3:14]>>[CH2:13]([O:15][C:16](=[O:28])[CH2:17][CH2:18][C:19]1[CH:24]=[C:23]([F:25])[C:22]([O:26][CH2:2][C:3]2[C:4]([S:9][CH2:10][CH2:11][CH3:12])=[N:5][CH:6]=[CH:7][CH:8]=2)=[C:21]([F:27])[CH:20]=1)[CH3:14]

Participants

3

Reactant 2

HCID 23136305Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoateHCID 901182823-Chloromethyl-2-propylsulfanyl-pyridine

Product 1

HCID 901181363-[3,5-Difluoro-4-(2-propylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-propionic acid ethyl esterYield 79%

Procedure

3-Chloromethyl-2-propylsulfanyl-pyridine (0.1 g, 0.49 mmol) obtained in Step C of Preparation Example 14 and 3-(3,5-difluoro-4-hydroxy-phenyl)-propionic acid ethyl ester obtained in Step D of Preparation Example 2 were used to react in the same manner as in Step A of Example 1 to obtain the title compound (0.155 g, 79%).

Workup

  1. customto react in the same manner as in Step A of Example 1

Sources & evidence

ORD record
ord-1a3dc0ff4aa34246ad1cb75c306e9750
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

Loading…