Trifluoroacetic acid methylene chloride → HCID 58304331, Verbindung

HRID 1041983

Reaktionsgleichung

Reaktionsgleichung von HRID 1041983
[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([N:20]4[CH2:25][CH2:24][CH2:23][C@@H:22]([NH:26]C(=O)OC(C)(C)C)[CH2:21]4)[CH:14]=[CH:15][CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([N:20]4[CH2:25][CH2:24][CH2:23][C@@H:22]([NH2:26])[CH2:21]4)[CH:14]=[CH:15][CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Komponenten

3

Edukt 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 67234401(R)-tert-butyl 1-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-3-ylcarbamate

Produkt 1

HCID 58304331HCID 58304331, VerbindungAusbeute 43 %

Versuchsvorschrift

(R)-tert-butyl 1-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-3-ylcarbamate (0.030 g, 0.067 mmol) was added to a 1:1 TFA-DCM and stirred for about 2 hours, at which time the reaction appeared complete by LC/TLC. The crude mixture was evaporated and purified by flash column chromatography (Horizon, using a gradient elution of 5% NH4 in MeOH/DCM). The desired product was isolated as a light yellow solid (10 mg; 43% yield). MS ESI (+) m/z 345.2 (M+1) detected.

Aufarbeitung

  1. customThe crude mixture was evaporated
  2. custompurified by flash column chromatography (Horizon
  3. washa gradient elution of 5% NH4 in MeOH/DCM)

Quellen und Nachweise

ORD-Eintrag
ord-f02b4991ad5b446f8bd14020b05ca9b2
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557809B2

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