Formaldehyde → 9-Methoxy-2-(morpholinomethyl)thiazolo[5,4-c]isoquinolin-5(4H)-one

HRID 1776161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1776161
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[C:10]2[C:11]3[N:22]=[CH:21][S:20][C:12]=3[NH:13][C:14](=[O:19])[C:15]=2[CH:16]=[CH:17][CH:18]=1.[CH2:23]=O>>[CH3:7][O:8][C:9]1[C:10]2[C:11]3[N:22]=[C:21]([CH2:23][N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)[S:20][C:12]=3[NH:13][C:14](=[O:19])[C:15]=2[CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 580160499-methoxy-4H-1,3-thiazolo[5,4-c]isoquinolin-5-one

Produkt 1

HCID 580160649-Methoxy-2-(morpholinomethyl)thiazolo[5,4-c]isoquinolin-5(4H)-one

Versuchsvorschrift

Morpholine (950 μL, 0.011 mmol) was added slowly to solution of 9-methoxythiazolo[5,4-c]isoquinolin-5(4H)-one in 2.6 mL of 37% aqueous formaldehyde and the resulting reaction mixture was refluxed for 7 hours. The reaction was monitored by TLC until all starting material was consumed. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate, the organics were separated, washed with brine, dried over Na2SO4 and solvent was evaporated under reduced pressure to produce the title compound as a pale solid.

Aufarbeitung

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed for 7 hours
  3. customwas consumed
  4. customthe reaction mixture was partitioned between water and ethyl acetate
  5. customthe organics were separated
  6. washwashed with brine
  7. dry with materialdried over Na2SO4 and solvent
  8. customwas evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-89639ac1ddc744778b61f03a13d1d4c0
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09265769B2

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