3-Iodomethyl-1-(4-methoxy-benzoyl) pyrrolidine-3-carboxylic acid ethyl ester → 3-[5-(4-Chloro-phenyl)-pyrazin-2-yloxymethyl]-1-(4-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

HRID 2060285Notes

Reaction equation

HRID 2060285 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][C:11]([OH:14])=[N:12][CH:13]=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][C:29]([O:32][CH3:33])=[CH:28][CH:27]=2)[CH2:21]1)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18]([C:20]1([CH2:35][O:14][C:11]2[CH:10]=[N:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[CH:13][N:12]=2)[CH2:24][CH2:23][N:22]([C:25](=[O:34])[C:26]2[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=2)[CH2:21]1)=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 593221933-Iodomethyl-1-(4-methoxy-benzoyl) pyrrolidine-3-carboxylic acid ethyl esterHCID 178516753HCID 178516753, compound

Product 1

HCID 593221673-[5-(4-Chloro-phenyl)-pyrazin-2-yloxymethyl]-1-(4-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

Procedure

The title compound was prepared according to the method described for Preparation 29 using 5-(4-chloro-phenyl)-pyrazin-2-ol (Preparation 25) and 3-iodomethyl-1-(4-methoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 14) to afford the racemate as a white solid (44 mg, 22%)

Sources & evidence

ORD record
ord-30ae2b3fe9124ae2a571f56cded40e5b
Source dataset
uspto-grants-2012_10
Patent number
US08278343B2

Reaction notes

Loading…