Benzoyl chloride → 7-Benzyl-2-(3,5-di-t-butyl-4-methoxymethoxyphenyl)hypoxanthine

HRID 382365Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 382365
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]=1[C:7]([NH2:9])=[O:8].C(Cl)(=O)C1C=CC=CC=1.[C:26]([C:30]1[CH:31]=[C:32]([CH:36]=[C:37]([C:43]([CH3:46])([CH3:45])[CH3:44])[C:38]=1[O:39][CH2:40][O:41][CH3:42])[C:33](Cl)=O)([CH3:29])([CH3:28])[CH3:27]>>[CH2:10]([N:5]1[C:6]2[C:7](=[O:8])[NH:9][C:33]([C:32]3[CH:36]=[C:37]([C:43]([CH3:46])([CH3:44])[CH3:45])[C:38]([O:39][CH2:40][O:41][CH3:42])=[C:30]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:31]=3)=[N:1][C:2]=2[N:3]=[CH:4]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 3

HCID 7412Benzoyl chlorideHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamideHCID 183605753,5-Di-t-butyl-4-methoxymethoxybenzoyl chloride

Produkt 1

HCID 1357089407-Benzyl-2-(3,5-di-t-butyl-4-methoxymethoxyphenyl)hypoxanthineAusbeute 45 %

Versuchsvorschrift

An amidation reaction was performed following the same conditions as in Example 1 using 2.2 g (10 mmol) of 4-amino-1-benzyl-5-imidazole carboxamide obtained in Reference Example 2 and using, instead of benzoyl chloride, 3,5-di-t-butyl-4-methoxymethoxybenzoyl chloride which was separately prepared by a conventional method. After a post-treatment, a crude amide product was obtained. The crude amide was subjected to a cyclization reaction for 12 hours according to the same conditions as in Example 1. 2.17 g of 7-benzyl-2-(3,5-di-t-butyl-4-methoxymethoxyphenyl)hypoxanthine was obtained after a post-treatment. Yield 45% (2 steps).

Aufarbeitung

  1. customAn amidation reaction
  2. customobtained in Reference Example 2
  3. customwas separately prepared by a conventional method
  4. customAfter a post-treatment, a crude amide product was obtained

Quellen und Nachweise

ORD-Eintrag
ord-c862ab2a7ec0404faf4642d01ef7cc62
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06310070B1

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