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Trifluoroacetic acid → 5H,6H,7H,8H-pyrido(4,3-d)pyrimidine

HRID 241558
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 241558
C(OC([N:8]1[CH2:17][CH2:16][C:11]2[N:12]=[CH:13][N:14]=[CH:15][C:10]=2[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[N:12]1[C:11]2[CH2:16][CH2:17][NH:8][CH2:9][C:10]=2[CH:15]=[N:14][CH:13]=1
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Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 22707088tert-Butyl 7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

Produkt 1

HCID 109326745H,6H,7H,8H-pyrido(4,3-d)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of the product from Step B above (730 mg) in 10 mL of dichloromethane was cooled to 0° C. and treated dropwise with 5 mL of trifluoroacetic acid. The solution was warmed to room temperature and, after 1 h, concentrated under reduced pressure. The residue was dissolved in methanol and applied to an ion-exchange column (Varian Bond-Elut SCX, 5 g; preconditioned with methanol). The column was washed several times with methanol, and the amine product was eluted with 1.0M ammonia-methanol. The fractions containing product were concentrated under reduced pressure to afford the title compound as an orange oil. LC/MS 136.1 (M+1).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in methanol
  3. washThe column was washed several times with methanol
  4. washthe amine product was eluted with 1.0M ammonia-methanol
  5. additionThe fractions containing product
  6. concentrationwere concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ef19a511793b467d831426803023479c
Quelldatensatz
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08653059B2

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