Potassium Carbonate → 7-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

HRID 1111733

Reaktionsgleichung

Reaktionsgleichung von HRID 1111733
[C:1]1([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=[C:5]2[C:10]=1[C:9]1[CH:11]=[CH:12][NH:13][C:8]=1[CH:7]=[CH:6]2.[H-].[Na+].[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1)(=[O:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.CN(C)C=O>[C:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:13]2[C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[C:1]([NH2:15])[N:2]=[C:3]([NH2:14])[N:4]=4)[C:9]=3[CH:11]=[CH:12]2)=[CH:23][CH:22]=1)(=[O:20])[CH3:19]

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 24758Sodium hydrideHCID 5837851-[4-(Bromomethyl)phenyl]ethan-1-oneHCID 178508668HCID 178508668, Verbindung

Produkt 1

HCID 227677147-[(4-Acetylphenyl)methyl]-7H-pyrrolo[3,2-f]-quinazoline-1,3-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

In a manner similar to that of Example 2, 7.97 g. 7-H-pyrrolo[3,2-f]quinazoline-1,3-diamine in 350 ml. dry dimethylformamide is converted to the Nind-sodium salt with 2.31 g. ca. 50% sodium hydride-mineral oil dispersion and the salt is treated with 4-acetylbenzyl bromide (10.23 g.) in 10 ml. dry dimethylformamide. After stirring for 3 hours, the reaction mixture is treated with 5 ml. gl. acetic acid and freed of solvent. The residue is stirred with excess aqueous potassium carbonate solution, washed with water, with ether, and dried. Two recrystallizations of the crude product from methanol and thorough drying provide 9.82 g. of title compound, m.p. 224°-225°.

Aufarbeitung

  1. additionthe reaction mixture is treated with 5 ml
  2. washwashed with water, with ether
  3. customdried
  4. customTwo recrystallizations of the crude product from methanol
  5. customthorough drying
  6. customprovide 9.82 g

Quellen und Nachweise

ORD-Eintrag
ord-c5c4fb0d129b45a2bcd56bde5c3711bb
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04118561

Verknüpfte Notizen

Wird geladen…