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Benzenepropanoic acid, 4-hydroxy-, methyl ester → 3-[4-(2-Isopropylsulfanyl-5-methyl-pyridin-3-ylmethoxy)-phenyl]-propionic acid

HRID 62923
Notes
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Reaction equation

HRID 62923 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:10][CH:11]([CH3:13])[CH3:12])=[N:5][CH:6]=[C:7]([CH3:9])[CH:8]=1.C[O:15][C:16](=[O:26])[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1>>[CH:11]([S:10][C:4]1[C:3]([CH2:2][O:25][C:22]2[CH:21]=[CH:20][C:19]([CH2:18][CH2:17][C:16]([OH:26])=[O:15])=[CH:24][CH:23]=2)=[CH:8][C:7]([CH3:9])=[CH:6][N:5]=1)([CH3:13])[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 79706Benzenepropanoic acid, 4-hydroxy-, methyl esterHCID 901182773-Chloromethyl-2-isopropylsulfanyl-5-methyl-pyridine

Product 1

HCID 742221993-[4-(2-Isopropylsulfanyl-5-methyl-pyridin-3-ylmethoxy)-phenyl]-propionic acidYield 55%

Procedure

3-Chloromethyl-2-isopropylsulfanyl-5-methyl-pyridine (0.052 g, 0.24 mmol) obtained in Step D of Preparation Example 30 and 3-(4-hydroxy-phenyl)-propionic acid methyl ester (0.043 g, 0.24 mol) obtained in Preparation Example 4 were used to react sequentially in the same manner as in Steps A and B of Example 1 to obtain the title compound (55%).

Workup

  1. customobtained in Preparation Example 4
  • customto react sequentially in the same manner as in Steps A and B of Example 1
  • Sources & evidence

    ORD record
    ord-4a89aa6084f246eeb05445ac6e85f153
    Source dataset
    uspto-grants-2016_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09447044B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes