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Trifluoroacetic acid → N-(3,3-difluoropiperidin-4-yl)-8-(2,3,4-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine

HRID 451562
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 451562
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:32]=[C:18]3[C:19]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[C:24]=4[F:31])=[CH:20][CH:21]=[CH:22][N:17]3[N:16]=2)[C:10]([F:34])([F:33])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:34][C:10]1([F:33])[CH:11]([NH:14][C:15]2[N:32]=[C:18]3[C:19]([C:23]4[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[C:24]=4[F:31])=[CH:20][CH:21]=[CH:22][N:17]3[N:16]=2)[CH2:12][CH2:13][NH:8][CH2:9]1
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Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acid2×HCID 673428633,3-Difluoro-4-[8-(2,3,4-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 67343436N-(3,3-difluoropiperidin-4-yl)-8-(2,3,4-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3,3-difluoro-4-[8-(2,3,4-trifluoro-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester (110 mg, 228 μmol) in CH2Cl2 (4 mL) at 0° C. was added TFA (182 mg, 123 μl, 1.59 mmol) and stirred at room temperature for 18 hours. Further TFA (182 mg, 123 μl, 1.59 mmol) was added and stirred at 50° C. for 6 hours. The reaction mixture was extracted with saturated NaHCO3 solution and ethyl acetate, the organic layers were combined, dried over Na2SO4, filtered and the solvents were evaporated. The product was coevaporated four times with toluene. The title compound was obtained as light yellow foam (87 mg, 100%).

Aufarbeitung

  1. stirringstirred at 50° C. for 6 hours
  2. extractionThe reaction mixture was extracted with saturated NaHCO3 solution and ethyl acetate
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-0a72531d1e5f494994e9c81b4d8965d3
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08486967B2

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