Ethylparaben → 4-[1-(2-Isopropoxy-5-methanesulfonyl-benzoyl)-piperidin-4-yloxy]-benzoic acid ethyl ester

HRID 1711739Notes

Reaction equation

HRID 1711739 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:15]=[C:14]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:13]=[CH:12][C:11]=2[O:20][CH:21]([CH3:23])[CH3:22])=[O:9])[CH2:4][CH2:3]1.O[C:25]1[CH:35]=[CH:34][C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:27][CH:26]=1>>[CH2:32]([O:31][C:29](=[O:30])[C:28]1[CH:34]=[CH:35][C:25]([O:1][CH:2]2[CH2:3][CH2:4][N:5]([C:8](=[O:9])[C:10]3[CH:15]=[C:14]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:13]=[CH:12][C:11]=3[O:20][CH:21]([CH3:23])[CH3:22])[CH2:6][CH2:7]2)=[CH:26][CH:27]=1)[CH3:33]

Participants

3

Reactant 2

HCID 8434EthylparabenHCID 58673083(4-Hydroxy-piperidin-1-yl)-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone

Product 1

HCID 586730654-[1-(2-Isopropoxy-5-methanesulfonyl-benzoyl)-piperidin-4-yloxy]-benzoic acid ethyl esterYield 28%

Procedure

Prepared in analogy to Example 4 from (4-hydroxy-piperidin-1-yl)-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone (Example 3(a)) and ethyl 4-hydroxybenzoate. The crude material was purified by reversed phase HPLC (acetonitrile/water) to yield the title compound as an amorphous white solid (yield 28%). MS (m/e): 490.5 (M+H+, 100%).

Workup

  1. customThe crude material was purified by reversed phase HPLC (acetonitrile/water)

Sources & evidence

ORD record
ord-988608baf7b84b1c9011ef8a872ef156
Source dataset
uspto-grants-2010_09
Patent number
US07790763B2

Reaction notes

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