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Trifluoroacetic acid → rac-N-(2-Amino-2-methylpentyl)-2,5-dimethyl-7-[4,4,4-trifluoro-3-(trifluoromethyl)butoxy]pyrazolo[1,5-a]pyridine-3-carboxamide

HRID 1486354
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1486354
C(OC(=O)[NH:7][C:8]([CH3:39])([CH2:36][CH2:37][CH3:38])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:35])=[N:15][N:16]2[C:21]([O:22][CH2:23][CH2:24][CH:25]([C:30]([F:33])([F:32])[F:31])[C:26]([F:29])([F:28])[F:27])=[CH:20][C:19]([CH3:34])=[CH:18][C:17]=12)=[O:12])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C:8]([CH3:39])([CH2:36][CH2:37][CH3:38])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:35])=[N:15][N:16]2[C:21]([O:22][CH2:23][CH2:24][CH:25]([C:30]([F:33])([F:32])[F:31])[C:26]([F:27])([F:28])[F:29])=[CH:20][C:19]([CH3:34])=[CH:18][C:17]=12)=[O:12]
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Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 117864622rac-[1-[({2,5-Dimethyl-7-[4,4,4-trifluoro-3-(trifluoromethyl)butoxy]pyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic Acid tert-butyl Ester

Produkt 1

HCID 117864673rac-N-(2-Amino-2-methylpentyl)-2,5-dimethyl-7-[4,4,4-trifluoro-3-(trifluoromethyl)butoxy]pyrazolo[1,5-a]pyridine-3-carboxamideAusbeute 7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

A solution of 30 mg (0.051 mmol) of rac-{1-[({2,5-dimethyl-7-[4,4,4-trifluoro-3-(trifluoromethyl)butoxy]pyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic acid tert-butyl ester (Example 142A) in 2 ml of dichloromethane was admixed with trifluoroacetic acid (0.117 ml). The reaction mixture was stirred at room temperature for 18 hours. The solvent was evaporated off under reduced pressure and the residue was partitioned between dichloromethane and water. The organic phase was removed and concentrated under reduced pressure, and the residue was purified by preparative HPLC chromatography (Method 21), which gave 1.68 mg (7% yield) of the target compound.

Aufarbeitung

  1. customThe solvent was evaporated off under reduced pressure
  2. customthe residue was partitioned between dichloromethane and water
  3. customThe organic phase was removed
  4. concentrationconcentrated under reduced pressure
  5. customthe residue was purified by preparative HPLC chromatography (Method 21), which

Quellen und Nachweise

ORD-Eintrag
ord-33fd661913db453cb0515f82846f6688
Quelldatensatz
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09422285B2

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