(2-(2-Amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrazin-2-yl)methanol → 6-(2-Methyl-6-(pyrazin-2-ylmethyl)phenyl)-3-morpholinoquinolin-2-amine

HRID 1029012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1029012
[NH2:1][C:2]1[C:11]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:18]3[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:19]=3[CH:25]([C:27]3[CH:32]=[N:31][CH:30]=[CH:29][N:28]=3)O)[CH:8]=2)[N:3]=1>CC(O)C.Cl>[CH3:24][C:23]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:25][C:27]2[CH:32]=[N:31][CH:30]=[CH:29][N:28]=2)[C:18]=1[C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH2:1])[C:11]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)=[CH:10]2

Komponenten

4

Edukt 1

HCID 53329361(2-(2-Amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrazin-2-yl)methanol

Produkt 1

HCID 533295356-(2-Methyl-6-(pyrazin-2-ylmethyl)phenyl)-3-morpholinoquinolin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A solution of (2-(2-amino-3-morpholinoquinolin-6-yl)-3-methylphenyl)(pyrazin-2-yl)methanol (0.040 g, 0.094 mmol, prepared as Example 36 above) in i-PrOH and 5N HCl (15 mL) was refluxed for 15 h, or until starting material was consumed. The mixture was brought to RT, carefully washed with 5N NaOH and extracted with DCM. The combined organics were dried over Na2SO4, filtered, concentrated and purified by HPLC to afford a light brown solid as 6-(2-methyl-6-(pyrazin-2-ylmethyl)phenyl)-3-morpholinoquinolin-2-amine. MS (ESI, pos. ion) m/z: 412 (M+1).

Aufarbeitung

  1. customwas consumed
  2. customwas brought to RT
  3. washcarefully washed with 5N NaOH
  4. extractionextracted with DCM
  5. dry with materialThe combined organics were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-dadd8309185f473997c5711979b742ed
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735384B2

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