3-Chloromethyl-2-isopropylsulfanyl-pyridine → 2-[2-Chloro-4-(2-isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-cyclopropane carboxylic acid

HRID 62966Notes

Reaction equation

HRID 62966 reaction equation
Cl[CH2:2][C:3]1[C:4]([S:9][CH:10]([CH3:12])[CH3:11])=[N:5][CH:6]=[CH:7][CH:8]=1.C([O:15][C:16]([CH:18]1[CH2:20][CH:19]1[C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][C:22]=1[Cl:28])=[O:17])C>>[Cl:28][C:22]1[CH:23]=[C:24]([O:27][CH2:2][C:3]2[C:4]([S:9][CH:10]([CH3:12])[CH3:11])=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:25]=[CH:26][C:21]=1[CH:19]1[CH2:20][CH:18]1[C:16]([OH:17])=[O:15]

Participants

3

Reactant 2

HCID 538166813-Chloromethyl-2-isopropylsulfanyl-pyridineHCID 901183242-(2-Chloro-4-hydroxy-phenyl)-cyclopropane carboxylic acid ethyl ester

Product 1

HCID 742228852-[2-Chloro-4-(2-isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-cyclopropane carboxylic acidYield 55%

Procedure

3-Chloromethyl-2-isopropylsulfanyl-pyridine (0.040 g, 0.20 mmol) obtained in Step C of Preparation Example 1 and 2-(2-chloro-4-hydroxy-phenyl)-cyclopropane carboxylic acid ethyl ester (0.047 g, 0.20 mmol) obtained in Step E of Preparation Example 45 were used to react sequentially in the same manner as in Steps A and B of Example 1 to obtain the title compound (0.041 g, 55%).

Workup

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

Sources & evidence

ORD record
ord-f8259b1e0e4e4c34bed996fd33283a91
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Reaction notes

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