Methylamine → HCID 69506822, compound

HRID 2366604Notes

Reaction equation

HRID 2366604 reaction equation
[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24]CC)=O)[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3].[CH3:27][NH2:28]>>[CH3:27][NH:28][C:22](=[O:24])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][N:5]1[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=[C:4]1[CH2:1][CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 57447018HCID 57447018, compound

Product 1

HCID 69506822HCID 69506822, compound

Conditions

Temperature
70 °C

Procedure

The method described in Part D of Example 3 was used to treat ethyl 6-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanoate (5.0 g, 14 mmol) with methylamine (8 mL of a 40% solution). The reaction was complete after being stirred overnight at 70° C. Following the work-up procedure, 3.42 g of N-methyl-6-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanamide were obtained.

Sources & evidence

ORD record
ord-cb746ba03ece426e93d816eb51ad0927
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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