2-(2-Hydroxyethyl)phenol → 2-{5-chloro-4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-3-cyclopentyl-propionic acid methyl ester

HRID 2381386Notes

Reaction equation

HRID 2381386 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH:4]([N:11]1[C:16](=[O:17])[C:15]([Cl:18])=[C:14](Cl)[CH:13]=[N:12]1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[OH:21][CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[OH:30]>>[CH3:1][O:2][C:3](=[O:20])[CH:4]([N:11]1[C:16](=[O:17])[C:15]([Cl:18])=[C:14]([O:30][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[CH2:23][CH2:22][OH:21])[CH:13]=[N:12]1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 822002-(2-Hydroxyethyl)phenolHCID 668757843-cyclopentyl-2-(4,5-dichloro-6-oxo-6H-pyridazin-1-yl)-propionic acid methyl ester

Product 1

HCID 668750702-{5-chloro-4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-3-cyclopentyl-propionic acid methyl esterYield 48%

Procedure

In an analogous manner to the reaction outlined in Intermediate 19 step 1, starting from 3-cyclopentyl-2-(4,5-dichloro-6-oxo-6H-pyridazin-1-yl)-propionic acid methyl ester and 2-(2-hydroxy-ethyl)-phenol afforded 2-{5-chloro-4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-3-cyclopentyl-propionic acid methyl ester (10.1 g, 48%).

Sources & evidence

ORD record
ord-141a5985f6b248318c6fd39f360b3468
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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