HCID 75095721, compound → HCID 45136994, compound

HRID 1807164Notes

Reaction equation

HRID 1807164 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([CH:13]2[CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=3[F:25])[C:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[F:35])([C:26]#[N:27])[CH:15]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[NH:14]2)=[O:12])=[CH:6][CH:5]=1)(=[O:3])[NH2:2]>CO>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([C@@H:13]2[C@@H:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:19]=3[F:25])[C@@:16]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[F:35])([C:26]#[N:27])[C@@H:15]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[NH:14]2)=[O:12])=[CH:6][CH:5]=1)(=[O:3])[NH2:2]

Participants

3

Reactant 1

HCID 75095721HCID 75095721, compound

Product 1

HCID 45136994HCID 45136994, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Rac (2S,3R,4S,5R)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid (4-carbamoyl-phenyl)-amide (475 mg) was resolved on Berger SFC system under 30° C., 100 Bar, 35% MeOH on a O.D. Column to give two peaks. Peak 1, undesired, 38 mg white solid; Peak 2, desired, 38 mg white solid;

Workup

  1. customwas resolved on Berger SFC system under 30° C.
  2. customColumn to give two peaks

Sources & evidence

ORD record
ord-afab31342ddc430c8b7755409f25422c
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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