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

HRID 62943Notes

Reaction equation

HRID 62943 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:9][CH:10]2[CH2:13][CH2:12][CH2:11]2)=[N:5][CH:6]=[CH:7][CH:8]=1.C([O:16][C:17](=[O:30])[CH:18]([CH3:29])[CH2:19][C:20]1[CH:25]=[C:24]([F:26])[C:23]([OH:27])=[C:22]([F:28])[CH:21]=1)C>>[CH:10]1([S:9][C:4]2[C:3]([CH2:2][O:27][C:23]3[C:22]([F:28])=[CH:21][C:20]([CH2:19][CH:18]([CH3:29])[C:17]([OH:30])=[O:16])=[CH:25][C:24]=3[F:26])=[CH:8][CH:7]=[CH:6][N:5]=2)[CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 59419852HCID 59419852, compoundHCID 901182633-Chloromethyl-2-cyclobutylsulfanyl-pyridine

Product 1

HCID 901183973-[4-(2-Cyclobutylsulfanyl-pyridin-3-ylmethoxy)-3,5-difluoro-phenyl]-2-methyl-propionic acidYield 31.5%

Procedure

3-Chloromethyl-2-cyclobutylsulfanyl-pyridine (0.045 g, 0.21 mmol) obtained in Step C of Preparation Example 23 and 3-(3,5-difluoro-4-hydroxy-phenyl)-2-methyl-propionic acid ethyl ester (49 mg, 0.21 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 (0.026 g, 31%).

Workup

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

Sources & evidence

ORD record
ord-e752fe843abe40fa9c739f4fff49a7c7
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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