Isoquinoline-3-carboxylic acid → HCID 23512728, compound

HRID 746577Notes

Reaction equation

HRID 746577 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=O)[N:2]=1.[NH2:14][CH2:15][CH2:16][CH2:17][N:18]1[C:30]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:23]=[C:22]([NH2:31])[C:21]=2[N:20]=[C:19]1[CH2:32][CH2:33][O:34][CH3:35]>>[NH2:31][C:22]1[C:21]2[N:20]=[C:19]([CH2:32][CH2:33][O:34][CH3:35])[N:18]([CH2:17][CH2:16][CH2:15][NH:14][C:11]([C:3]3[N:2]=[CH:1][C:10]4[C:5]([CH:4]=3)=[CH:6][CH:7]=[CH:8][CH:9]=4)=[O:13])[C:30]=2[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N:23]=1

Participants

3

Reactant 2

HCID 124656Isoquinoline-3-carboxylic acidHCID 223444281-(3-aminopropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amine

Product 1

HCID 23512728HCID 23512728, compoundYield 57.1%

Procedure

Using the general method of Example 188 isoquinoline-3-caboxylic acid (1.05 g, 6.06 mmol) was reacted with 1-(3-aminopropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin4-amine (1.50 g, 5.01 mmol) to provide 1.30 g of N-{3-[4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propyl}isoquinoline-3-carboxamide as a white foam, m.p. 198.0-198.5° C. Analysis: Calculated for C26H26N6O2: % C, 68.71; % H, 5.77; % N, 18.49; Found: % C, 68.39; % H, 5.83; % N, 18.63.

Sources & evidence

ORD record
ord-18bcbb6b58c14e85a603420b463827e8
Source dataset
uspto-grants-2008_07
Patent number
US07393859B2

Reaction notes

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