Butyl isocyanate → N-[4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butyl]-N'-butylurea

HRID 2244729Notes

Reaction equation

HRID 2244729 reaction equation
[CH2:1]([N:5]=[C:6]=[O:7])[CH2:2][CH2:3][CH3:4].[NH2:8][C:9]1[C:18]2[N:19]=[C:20]([CH2:27][CH2:28][CH2:29][CH3:30])[N:21]([CH2:22][CH2:23][CH2:24][CH2:25][NH2:26])[C:17]=2[C:16]2[N:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1>>[NH2:8][C:9]1[C:18]2[N:19]=[C:20]([CH2:27][CH2:28][CH2:29][CH3:30])[N:21]([CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:6]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])=[O:7])[C:17]=2[C:16]2[N:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1

Participants

3

Reactant 2

HCID 8110Butyl isocyanateHCID 129926164-(4-amino-2-butyl 1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butaneamine

Product 1

HCID 10001667N-[4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butyl]-N'-butylureaYield 65.8%

Procedure

Using the general method of Example 47, butyl isocyanate (54 μL, 0.48 mmol) was reacted with 4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butaneamine (0.15 g, 0.48 mmole) to provide 0.13 g of N-[4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butyl]-N′-butylurea as a white solid. Analysis: Calculated for C22H33N7O: % C, 64.21; % H, 8.08; % N, 23.82; Found: % C, 64.05; % H, 7.97; % N, 24.00.

Sources & evidence

ORD record
ord-367aa764d48b45c290bd452a60eff010
Source dataset
uspto-grants-2010_03
Patent number
US07678918B2

Reaction notes

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