HCID 59419852, compound → 3-[3,5-Difluoro-4-(2-propylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2-methyl-propionic acid

HRID 62942Notes

Reaction equation

HRID 62942 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.C([O:15][C:16](=[O:29])[CH:17]([CH3:28])[CH2:18][C:19]1[CH:24]=[C:23]([F:25])[C:22]([OH:26])=[C:21]([F:27])[CH:20]=1)C>>[F:25][C:23]1[CH:24]=[C:19]([CH2:18][CH:17]([CH3:28])[C:16]([OH:29])=[O:15])[CH:20]=[C:21]([F:27])[C:22]=1[O:26][CH2:2][C:3]1[C:4]([S:9][CH2:10][CH2:11][CH3:12])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 59419852HCID 59419852, compoundHCID 901182823-Chloromethyl-2-propylsulfanyl-pyridine

Product 1

HCID 901182503-[3,5-Difluoro-4-(2-propylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-2-methyl-propionic acidYield 69.9%

Procedure

3-Chloromethyl-2-propylsulfanyl-pyridine (0.031 g, 0.15 mmol) obtained in Step C of Preparation Example 14 and 3-(3,5-difluoro-4-hydroxy-phenyl)-2-methyl-propionic acid ethyl ester (35 mg, 0.15 mmol) obtained in Step B of Preparation Example 34 were used to react sequentially in the same manner as in Steps A and B of Example 1 to obtain the title compound (0.04 g, 68%).

Workup

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

Sources & evidence

ORD record
ord-0d2b4a27bf1d42b5bd93f5e2c324c17a
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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