Trifluoroacetic acid methylene chloride → 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 piperidin-4-ylamide trifluoroacetic acid

HRID 1806884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1806884
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].C(Cl)Cl.C(OC([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][C:25]([C@H:27]2[C@H:31]([C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[C:33]=3[F:39])[C@:30]([C:42]3[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][C:43]=3[F:49])([C:40]#[N:41])[C@H:29]([CH2:50][C:51]([CH3:54])([CH3:53])[CH3:52])[NH:28]2)=[O:26])[CH2:20][CH2:19]1)=O)(C)(C)C>>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[NH:18]1[CH2:19][CH2:20][CH:21]([NH:24][C:25]([CH:27]2[CH:31]([C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[C:33]=3[F:39])[C:30]([C:42]3[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][C:43]=3[F:49])([C:40]#[N:41])[CH:29]([CH2:50][C:51]([CH3:54])([CH3:53])[CH3:52])[NH:28]2)=[O:26])[CH2:22][CH2:23]1

Komponenten

3

Edukt 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 59249674Rac-4-{[(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-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 87344720Rac-(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 piperidin-4-ylamide trifluoroacetic acid

Versuchsvorschrift

To a stirred solution of a mixture of TFA/CH2Cl2 (5 mL/10 mL), rac-4-{[(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-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester (example 92, 510 mg, 0.79 mmol) was added and the mixture was stirred at rt for 15 min. The solvent was removed and the residue dried to give a white solid after precipation from methylene chloride and ethyl acetate. 492 mg.

Aufarbeitung

  1. additionwas added
  2. customThe solvent was removed
  3. customthe residue dried
  4. customto give a white solid after precipation from methylene chloride and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-530ae5c26a4b4fedae500933cd17c7bf
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354444B2

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