4'-Hydroxy-4-biphenylcarbonitrile → 1-(4-Chloro-benzoyl)-3-(4'-cyano-biphenyl-4-yloxymethyl)-pyrrolidine-3-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1([CH2:20]I)[CH2:10][CH2:9][N:8]([C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH2:7]1)=[O:5])[CH3:2].[OH:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=2)=[CH:25][CH:24]=1>>[CH2:1]([O:3][C:4]([C:6]1([CH2:20][O:22][C:23]2[CH:24]=[CH:25][C:26]([C:29]3[CH:34]=[CH:33][C:32]([C:35]#[N:36])=[CH:31][CH:30]=3)=[CH:27][CH:28]=2)[CH2:10][CH2:9][N:8]([C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH2:7]1)=[O:5])[CH3:2]Participants
3
Procedure
The title compound was prepared according to the method described for Preparation 29 using 1-(4-chloro-benzoyl)-3-iodomethyl-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 13) and 4′-hydroxy-4-biphenyl carbonitrile to afford the racemate as a white solid (181 mg, 79.6%)
Sources & evidence
- ORD record
- ord-7c00c94685924924858825f617bc7968
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08278343B2
Reaction notes
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