Hydrochloric Acid → N-(3-{6-[amino(dicyclopropyl)methyl]pyridin-3-yl}-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine

HRID 2207412Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2207412
CO.Cl.[CH:4]1([C:7]([CH:39]2[CH2:41][CH2:40]2)([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[C:25]([NH:27][C:28]4[N:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[CH:30][N:29]=4)[CH:24]=[C:23]([CH3:38])[CH:22]=3)=[CH:17][N:16]=2)[NH:8][S@@](C(C)(C)C)=O)[CH2:6][CH2:5]1>O1CCOCC1.C([O-])(O)=O.[Na+]>[NH2:8][C:7]([CH:39]1[CH2:41][CH2:40]1)([CH:4]1[CH2:6][CH2:5]1)[C:15]1[N:16]=[CH:17][C:18]([C:21]2[CH:26]=[C:25]([NH:27][C:28]3[N:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[CH:30][N:29]=3)[CH:24]=[C:23]([CH3:38])[CH:22]=2)=[CH:19][CH:20]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 131735914(R)-N-{dicyclopropyl[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]methyl}-2-methylpropane-2-sulfinamide

Produkt 1

HCID 118092744N-(3-{6-[amino(dicyclopropyl)methyl]pyridin-3-yl}-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 312751,4-DioxaneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

Methanol (5.00 mL) and HCl (4 M in dioxanes, 0.584 mL, 2.34 mmol) were added to (R)—N-{dicyclopropyl[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]methyl}-2-methylpropane-2-sulfinamide (317.5 mg, 0.584 mmol) and the reaction mixture was stirred for 25 minutes at room temperature. An additional 150 uL of 4 M HCl in dioxane was added to the reaction mixture, stirred for 45 minutes, diluted with saturated aqueous NaHCO3 (20.0 mL) and extracted with ethyl acetate (30.0 mL). The organic layer was washed with brine, dried over sodium sulfate, filtered, and was concentrated under reduced pressure to yield N-(3-{6-[amino(dicyclopropyl)methyl]pyridin-3-yl}-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine. MS APCI calc'd for C24H25F3N5 [M+H]+ 440. found 440.

Aufarbeitung

  1. stirringstirred for 45 minutes
  2. extractionextracted with ethyl acetate (30.0 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1d92722aa77d41be861598d8b547870b
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376418B2

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