HCID 86640474, compound → HCID 59249306, compound

HRID 1807167Notes

Reaction equation

HRID 1807167 reaction equation
[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([NH:8][C:9]([CH:11]2[CH:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:17]=3[F:23])[C:14]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=3[F:33])([C:24]#[N:25])[CH:13]([CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])[NH:12]2)=[O:10])[CH:4]=[CH:3]1>CO>[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([NH:8][C:9]([C@@H:11]2[C@@H:15]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:17]=3[F:23])[C@@:14]([C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=3[F:33])([C:24]#[N:25])[C@@H:13]([CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])[NH:12]2)=[O:10])[CH:4]=[CH:3]1

Participants

3

Reactant 1

HCID 86640474HCID 86640474, compound

Product 1

HCID 59249306HCID 59249306, 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 (6-oxo-1,6-dihydro-pyridin-3-yl)-amide (168 mg) was resolved on a Berger SFC machine under 100 bar, 30° C. with 40% of methanol at a rate of 2 mL/min give two separated peaks. Peak 1, 62 mg (desired), peak 2, 64 mg (undesired).

Workup

  1. customgive two separated peaks

Sources & evidence

ORD record
ord-6368f7dbdeff4d5bb59003f28bb3d877
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

Loading…