Triethylamine → 4-{3-[(4-Methoxy-benzoyl)-methyl-amino]-benzylamino}-quinazoline-8-carboxylic acid methyl ester

HRID 474481Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 474481
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([N:9]([CH3:20])[C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.[CH3:28][O:29][C:30]([C:32]1[CH:33]=[CH:34][CH:35]=[C:36]2[C:41]=1[N:40]=[CH:39][N:38]=[C:37]2Cl)=[O:31]>C(#N)C>[CH3:28][O:29][C:30]([C:32]1[CH:33]=[CH:34][CH:35]=[C:36]2[C:41]=1[N:40]=[CH:39][N:38]=[C:37]2[NH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N:9]([C:10](=[O:19])[C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)[CH3:20])[CH:4]=1)=[O:31]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 17750396Methyl 4-chloroquinazoline-8-carboxylateHCID 62970261N-(3-Aminomethyl-phenyl)-4-methoxy-N-methyl-benzamide

Produkt 1

HCID 667635364-{3-[(4-Methoxy-benzoyl)-methyl-amino]-benzylamino}-quinazoline-8-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

101 mg (0.37 mmol) N-(3-Aminomethyl-phenyl)-4-methoxy-N-methyl-benzamide were dissolved in 3 ml acetonitrile and 260 μl (1.87 mmol) triethylamine. 130 mg (0.37 mmol) 4-Chloro-quinazoline-8-carboxylic acid methyl ester were added and the mixture was stirred overnight. The solvent was removed, water was added and the mixture was extracted with ethyl acetate. The organic layer was dried over Na2SO4 and evaporated to dryness. The crude product was used in the next step without further purification.

Aufarbeitung

  1. customThe solvent was removed
  2. additionwater was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated to dryness
  6. customThe crude product was used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-f56282be5f0f46798f3cf1d7d73bf9ce
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637532B2

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