Dimethylamine → Methyl 2-(4-((N-(3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate

HRID 2090266Notes

Reaction equation

HRID 2090266 reaction equation
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:31][CH2:32][O:33][CH3:34])[N:14]([CH2:15][CH2:16][CH2:17][NH:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([O:29][CH3:30])=[O:28])=[CH:22][CH:21]=3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[CH3:35][NH:36][CH3:37].C1C[O:41][CH2:40][CH2:39]1>>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:31][CH2:32][O:33][CH3:34])[N:14]([CH2:15][CH2:16][CH2:17][N:18]([CH2:19][C:20]3[CH:21]=[CH:22][C:23]([CH2:26][C:27]([O:29][CH3:30])=[O:28])=[CH:24][CH:25]=3)[C:40](=[O:41])[CH2:39][N:36]([CH3:37])[CH3:35])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 68430910Methyl 2-(4-((3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propylamino)methyl)phenyl)acetate

Product 1

HCID 25107143Methyl 2-(4-((N-(3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propyl)-2-(dimethylamino)acetamido)methyl)phenyl)acetate

Procedure

The title compound was prepared by the method of example 29 step (vi) with the product of example 29 step (v) (180 mg) and a 2M THF solution of dimethylamine (0.2 ml). The title compound was obtained as a white solid (15 mg).

Sources & evidence

ORD record
ord-a23e00ee85d04dd291673126c4f75d55
Source dataset
uspto-grants-2013_05
Patent number
US08436178B2

Reaction notes

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