Trifluoroacetic acid → (S)-N-(4-((phenyl(4-((E)-2-((S)-pyrrolidin-2-yl)vinyl)benzyl)amino)methyl)phenyl)pyrrolidine-2-carboxamide

HRID 923450Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 923450
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1/[CH:13]=[CH:14]/[C:15]1[CH:50]=[CH:49][C:18]([CH2:19][N:20]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:35]([C@@H:37]3[CH2:41][CH2:40][CH2:39][N:38]3C(OC(C)(C)C)=O)=[O:36])=[CH:30][CH:29]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:21]1([N:20]([CH2:27][C:28]2[CH:29]=[CH:30][C:31]([NH:34][C:35]([C@@H:37]3[CH2:41][CH2:40][CH2:39][NH:38]3)=[O:36])=[CH:32][CH:33]=2)[CH2:19][C:18]2[CH:17]=[CH:16][C:15](/[CH:14]=[CH:13]/[C@@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:50][CH:49]=2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 59540362(S)-tert-butyl 2-(4-(((4-((E)-2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)vinyl)benzyl)(phenyl)amino)methyl)phenylcarbamoyl)pyrrolidine-1-carboxylate

Produkt 1

HCID 66749838(S)-N-(4-((phenyl(4-((E)-2-((S)-pyrrolidin-2-yl)vinyl)benzyl)amino)methyl)phenyl)pyrrolidine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of the product of Example 149G (50 mg, 0.073 mmol) dissolved in dichloromethane (0.3 mL) was added trifluoroacetic acid (2.7 mL) and the resultant solution stirred at room temperature for 20 minutes. The solution was then concentrated under vacuum, the residue dissolved in a chloroform/isopropanol mixture and extracted with aqueous sodium bicarbonate, the organic solution was then dried, filtered, and concentrated to afford the title compound. m/z 481 (M+H)+.

Aufarbeitung

  1. concentrationThe solution was then concentrated under vacuum
  2. dissolutionthe residue dissolved in a chloroform/isopropanol mixture
  3. extractionextracted with aqueous sodium bicarbonate
  4. customthe organic solution was then dried
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9d03c6252f374ad6bc466bc06985a63f
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278922B2

Notizen zur Reaktion

Wird geladen…