Hydrochloric Acid → HCID 90051792, Verbindung

HRID 2284783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2284783
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([C:19]#[C:20][C@@H:21]3[CH2:26][CH2:25][CH2:24][C@H:23]([NH:27][C:28](=[O:40])[C@@H:29]([N:31](C)[C:32](=O)OC(C)(C)C)[CH3:30])[CH2:22]3)=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([C:19]#[C:20][C@@H:21]3[CH2:26][CH2:25][CH2:24][C@H:23]([NH:27][C:28](=[O:40])[C@@H:29]([NH:31][CH3:32])[CH3:30])[CH2:22]3)=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 90052824HCID 90052824, Verbindung

Produkt 1

HCID 90051792HCID 90051792, VerbindungAusbeute 29,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of tert-butyl ((S)-1-((1S*,3R*)-(3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)cyclohexyl)amino)-1-oxopropan-2-yl)(methyl)carbamate (M6, 113 mg) in 1,4-dioxane (2 mL), a 4.0 mol/L solution of hydrochloric acid in 1,4-dioxane (2 mL) was added at room temperature, and the mixture was stirred at the same temperature for 2 hours and 45 minutes. The solvent was evaporated under reduced pressure, and to the obtained residue, ethyl acetate was added. The solid matter was taken by filtration, and then ethyl acetate and saturated aqueous sodium hydrogencarbonate were added. The organic layer was separated, washed successively with saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain (S)—N-((1S*,3R*)-3-((2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)ethynyl)cyclohexyl)-2-(methylamino)propanamide (M7, 27 mg).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. additionto the obtained residue, ethyl acetate was added
  3. filtrationThe solid matter was taken by filtration
  4. additionethyl acetate and saturated aqueous sodium hydrogencarbonate were added
  5. customThe organic layer was separated
  6. washwashed successively with saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride
  7. dry with materialdried over anhydrous sodium sulfate
  8. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6d778d54158d4464a7c5dca895b0460b
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09145415B2

Notizen zur Reaktion

Wird geladen…