HCID 178442290, compound → HCID 178444593, compound

HRID 1807168Notes

Reaction equation

HRID 1807168 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([NH:12][C:13]([CH:15]3[CH:19]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=4[F:27])[C:18]([C:30]4[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=4[F:37])([C:28]#[N:29])[CH:17]([CH2:38][C:39]([CH3:42])([CH3:41])[CH3:40])[NH:16]3)=[O:14])=[CH:8][CH:7]=2)=[N:4][N:3]=[N:2]1>CO>[NH:4]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([NH:12][C:13]([C@H:15]3[C@H:19]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=4[F:27])[C@:18]([C:30]4[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=4[F:37])([C:28]#[N:29])[C@H:17]([CH2:38][C:39]([CH3:42])([CH3:41])[CH3:40])[NH:16]3)=[O:14])=[CH:8][CH:7]=2)=[N:1][N:2]=[N:3]1

Participants

3

Reactant 1

HCID 178442290HCID 178442290, compound

Product 1

HCID 178444593HCID 178444593, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Rac (2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid [4-(1H-tetrazol-5-yl)-phenyl]-amide (522 mg) was resolved on a Berger SFC machine under 100 bar, 30° C. with 35% of methanol on an O.D. column gave two separated peaks. Peak 1, 186 mg (desired), peak 2, 185 mg (undesired).

Workup

  1. customcolumn gave two separated peaks

Sources & evidence

ORD record
ord-8f1d689b84a54065872d62835f50d907
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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