3-Pyridineacetic acid, hydrochloride (1:1) → 4-(4-(N-t-butyloxycarbonyl-N-methylamino)butanoylamino)-1-benzyl-5-imidazole carboxamide

HRID 382396

Reaktionsgleichung

Reaktionsgleichung von HRID 382396
[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:17]([O:21][C:22]([N:24]([CH2:26][CH2:27][CH2:28][C:29](O)=[O:30])[CH3:25])=[O:23])([CH3:20])([CH3:19])[CH3:18].Cl.N1C=CC=C(CC(O)=O)C=1>>[C:17]([O:21][C:22]([N:24]([CH2:26][CH2:27][CH2:28][C:29]([NH: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])=[O:30])[CH3:25])=[O:23])([CH3:20])([CH3:19])[CH3:18]

Komponenten

4

Edukt 3

HCID 27237243-Pyridineacetic acid, hydrochloride (1:1)HCID 106563904-{[(Tert-butoxy)carbonyl](methyl)amino}butanoic acidHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamide

Produkt 1

HCID 183605994-(4-(N-t-butyloxycarbonyl-N-methylamino)butanoylamino)-1-benzyl-5-imidazole carboxamideAusbeute 67 %

Versuchsvorschrift

An amidation reaction and post-treatment were carried out under the same conditions as in Example 17, using 1.44 g (6.72 mmol) of 4-amino-1-benzyl-5-imidazolecarboxamide which was prepared in the same manner as in Reference Example 2 and 4-(N-t-butyloxycarbonyl-N-methylamino)butanoic acid, instead of 3-pyridylacetic acid hydrochloride, to obtain 1.86 g of 4-(4-(N-t-butyloxycarbonyl-N-methylamino)butanoylamino)-1-benzyl-5-imidazole carboxamide (yield 67%).

Aufarbeitung

  1. customAn amidation reaction

Quellen und Nachweise

ORD-Eintrag
ord-7d755b3153b64499b600c144d29be094
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06310070B1

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