Trifluoroacetic acid → (R)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-3-(2-amino-2-phenylethyl)-5-(2-chlorophenyl)pyrimidine-2,4(1H,3H)-dione

HRID 1827928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1827928
C(OC([NH:8][C@H:9]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:10][N:11]1[C:16](=[O:17])[C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])=[CH:14][N:13]([CH2:25][C:26]2[C:31]([C:32]([F:35])([F:34])[F:33])=[CH:30][CH:29]=[CH:28][C:27]=2[F:36])[C:12]1=[O:37])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C@H:9]([C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[CH2:10][N:11]1[C:16](=[O:17])[C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])=[CH:14][N:13]([CH2:25][C:26]2[C:31]([C:32]([F:34])([F:33])[F:35])=[CH:30][CH:29]=[CH:28][C:27]=2[F:36])[C:12]1=[O:37]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 210183933-[2(R)-{tert-butoxycarbonyl-amino}-2-phenylethyl]-5-(2-chlorophenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-pyrimidine-2,4(1H,3H)-dione

Produkt 1

HCID 21018389(R)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-3-(2-amino-2-phenylethyl)-5-(2-chlorophenyl)pyrimidine-2,4(1H,3H)-dioneAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of compound 6e (0.144 g, 0.23 mmol) in DCM (1 mL) was added TFA (0.5 mL, 6.5 mmol) and the mixture was stirred at room temperature for 1.5 hours. After concentration, the residue was taken up in DCM and sat'd aq. NaHCO3 was added. The aqueous layer was extracted with DCM. Combined organic extracts were dried over Na2SO4 and concentrated to give compound 6f (0.12 g). MS (CI) m/z 518.0, 520.1 (MH+).

Aufarbeitung

  1. concentrationAfter concentration
  2. additionwas added
  3. extractionThe aqueous layer was extracted with DCM
  4. dry with materialCombined organic extracts were dried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-823da8f956394bba9fc554b0d7c8ea5a
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056927B2

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