1-Isocyanato-4-methoxybenzene → 3-(4'-Fluoro-biphenyl-4-yloxymethyl)-1-(4-methoxy-phenylcarbamoyl)-pyrrolidine-3-carboxylic acid ethyl ester

HRID 2060296Notes

Reaction equation

HRID 2060296 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[O:11])=[CH:5][CH:4]=1.[CH2:12]([O:14][C:15]([C:17]1([CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)[CH2:21][CH2:20][NH:19][CH2:18]1)=[O:16])[CH3:13]>>[CH2:12]([O:14][C:15]([C:17]1([CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=3)=[CH:26][CH:25]=2)[CH2:21][CH2:20][N:19]([C:10](=[O:11])[NH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[CH2:18]1)=[O:16])[CH3:13]

Participants

3

Reactant 2

HCID 794431-Isocyanato-4-methoxybenzeneHCID 593221953-(4'-Fluoro-biphenyl-4-yloxymethyl)-pyrrolidine-3-carboxylic acid ethyl ester

Product 1

HCID 593221703-(4'-Fluoro-biphenyl-4-yloxymethyl)-1-(4-methoxy-phenylcarbamoyl)-pyrrolidine-3-carboxylic acid ethyl ester

Procedure

The title compound was prepared according to the method described for Preparation 71 using 4-methoxy phenyl isocyanate and 3-(4′-fluoro-biphenyl-4-yloxymethyl)-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 65) to afford the racemate as a yellow liquid (78, mg, 88%)

Workup

  1. customto afford the racemate as a yellow liquid (78, mg, 88%)

Sources & evidence

ORD record
ord-494888c754fd448cae84b66ba587027d
Source dataset
uspto-grants-2012_10
Patent number
US08278343B2

Reaction notes

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