6-(4-Chlorophenyl)pyridin-3-ol → 3-[6-(4-Chloro-phenyl)-pyridin-3-yloxymethyl]-1-(2-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

HRID 2060275Notes

Reaction equation

HRID 2060275 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:15]([O:17][C:18]([C:20]1([CH2:35]I)[CH2:24][CH2:23][N:22]([C:25](=[O:34])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH3:33])[CH2:21]1)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18]([C:20]1([CH2:35][O:14][C:11]2[CH:12]=[N:13][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[CH:9][CH:10]=2)[CH2:24][CH2:23][N:22]([C:25](=[O:34])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH3:33])[CH2:21]1)=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 532292686-(4-Chlorophenyl)pyridin-3-olHCID 593221723-Iodomethyl-1-(2-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

Product 1

HCID 593222213-[6-(4-Chloro-phenyl)-pyridin-3-yloxymethyl]-1-(2-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

Procedure

The title compound was prepared according to the method described for Preparation 29 using 6-(4-chloro-phenyl)-pyridin-3-ol (Preparation 23) and 3-iodomethyl-1-(2-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 15) to afford the racemate as a white solid (116 mg, 47.7%)

Sources & evidence

ORD record
ord-c40089ac49e34b218f96580cb274b01b
Source dataset
uspto-grants-2012_10
Patent number
US08278343B2

Reaction notes

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