Hydrochloric Acid → HCID 22674069, Verbindung

HRID 1173140Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1173140
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[Br:12].FC(F)(F)C([N:17]1[CH2:26][CH2:25][C:24]2[C:19](=[CH:20][C:21]([S:27](Cl)(=[O:29])=[O:28])=[CH:22][CH:23]=2)[CH2:18]1)=O.[OH-].[Na+].Cl.[C:36](OC(=O)C)(=[O:38])[CH3:37]>[Cl-].[Na+].O.N1C=CC=CC=1.C(O)C>[Br:12][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[N:4]=[CH:3][C:2]([N:1]([C:36](=[O:38])[CH3:37])[S:27]([C:21]1[CH:20]=[C:19]3[C:24]([CH2:25][CH2:26][NH:17][CH2:18]3)=[CH:23][CH:22]=1)(=[O:28])=[O:29])=[CH:11]2

Komponenten

9

Edukt 5

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 113249022-(Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chlorideHCID 226741618-Bromoquinolin-3-amine

Produkt 1

HCID 22674069HCID 22674069, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 702EthanolLösungsmittelHCID 1049PyridineLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

180 mg of white crystals were obtained using 145 mg (0.65 mmol, Production Example 5b) of 3-amino-8-bromoquinoline and 277 mg (0.85 mmol) of 1,2,3,4-tetrahydro-2-(trifluoroacetyl)isoquinoline-7-sulfonyl chloride in the same manner as in Synthetic Example 1b. Ethanol (20 ml) and an aqueous 1 N sodium hydroxide solution (0.5 ml) were added to the crystals, followed by stirring at room temperature for 30 minutes. An aqueous 1 N hydrochloric acid solution (0.4 ml) was added to the reaction solution, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated, to give the residue. Pyridine (0.5 ml) and acetic acid anhydride (0.014 ml) were added to the residue, followed by stirring at room temperature for one hour. Brine was added thereto, followed by extracting with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel chromatography, to give 113 mg of the title compound.

Aufarbeitung

  1. extractionby extracting with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customto give the residue
  6. stirringby stirring at room temperature for one hour
  7. extractionby extracting with ethyl acetate
  8. dry with materialThe organic layer was dried over magnesium sulfate
  9. concentrationconcentrated
  10. customThen, the residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a2cf3dc594a0463f978727b367015248
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834049B2

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