3-Chloro-4-fluorophenol → 3-(3-Chloro-4-fluoro-phenoxymethyl)-1-(4-fluoro-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].[CH2:10]([O:12][C:13]([C:15]1([CH2:29]I)[CH2:19][CH2:18][N:17]([C:20](=[O:28])[C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH2:16]1)=[O:14])[CH3:11]>>[CH2:10]([O:12][C:13]([C:15]1([CH2:29][O:9][C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=2)[CH2:19][CH2:18][N:17]([C:20](=[O:28])[C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[CH2:16]1)=[O:14])[CH3:11]Participants
3
Procedure
The title compound was prepared according to the method described for Preparation 29 using 3-chloro-4-fluoro-phenol and 1-(4-fluoro-benzoyl)-3-iodomethyl-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 12) to afford the racemate as a white solid (153 mg, 69%) ES m/z 424 [MH]+
Sources & evidence
- ORD record
- ord-823f7071ce004145bbe1acc8c5528092
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08278343B2
Reaction notes
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