StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Ethylenediamine → N2-(5-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}pyridin-3-yl)-N-(2,2,2-trifluoroethyl)valinamide

HRID 510211
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 510211
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]2[C:14]([C:15]3[CH:16]=[C:17]([NH:21][C@H:22]([C:26]([NH:28][CH2:29][C:30]([F:33])([F:32])[F:31])=[O:27])[CH:23]([CH3:25])[CH3:24])[CH:18]=[N:19][CH:20]=3)=[CH:13][N:12](COCC[Si](C)(C)C)[C:9]2=[N:10][CH:11]=1)(=[O:4])=[O:3].C(O)(C(F)(F)F)=O.C(N)CN.[OH-].[Na+]>C(Cl)Cl.CS(C)=O>[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]2[C:14]([C:15]3[CH:16]=[C:17]([NH:21][C@H:22]([C:26]([NH:28][CH2:29][C:30]([F:33])([F:32])[F:31])=[O:27])[CH:23]([CH3:25])[CH3:24])[CH:18]=[N:19][CH:20]=3)=[CH:13][NH:12][C:9]2=[N:10][CH:11]=1)(=[O:4])=[O:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 3301EthylenediamineHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 131733261N2-[5-(5-[(methylsulfonyl)amino]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]-N-(2,2,2-trifluoroethyl)valinamide

Produkt 1

HCID 117628588
N2-(5-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}pyridin-3-yl)-N-(2,2,2-trifluoroethyl)valinamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of N2-[5-(5-[(methylsulfonyl)amino]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-3-yl]-N-(2,2,2-trifluoroethyl)valinamide 5-3a (57 mg, 0.093 mmol) from step 1 in DCM (2 mL) was added TFA (0.714 mL, 9.27 mmol) and the resultant mixture was stirred for 2 h. The mixture was concentrated in vacuo, resuspended in MeOH (1 mL) and to this was added ethylenediamine (0.013 mL, 0.185 mmol) and sodium hydroxide (10 M aq) (0.065 mL, 0.649 mmol). After 18 h, the reaction was transferred to vial with an additional 1 mL of dimethylsulfoxide and this solution was purified by mass triggered reverse phase HLPC. The fractions containing product 5-3 were basified with NaHCO3, dried over MgSO4, filtered and concentrated.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthis solution was purified by mass triggered reverse phase HLPC
  3. additionThe fractions containing product 5-3
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8213ef325dc742a481498f69a64a96b4
Quelldatensatz
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09096598B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion