4-Morpholinecarbonyl chloride → HCID 9843172, compound

HRID 1837590Notes

Reaction equation

HRID 1837590 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH3:20].[N:21]1([C:27](Cl)=[O:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH3:20])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:27]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[O:28])[C:18]=2[C:17]2[CH2:16][CH2:15][CH2:14][CH2:13][C:12]=2[N:11]=1

Participants

3

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 22344431HCID 22344431, compound

Product 1

HCID 9843172HCID 9843172, compoundYield 79.7%

Procedure

Using the general method of Example 143, 1-(4-aminobutyl)-2-methyl-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-4-amine (100 g, 3.7 mmol) was reacted with 4-morpholinecarbonyl chloride (0.43 mL, 3.7 mmol) to provide 1.14 g of N-[4-(4-amino-2-methyl-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-1-yl)butyl]morpholine-4-carboxamide as an off white solid, m.p. 133.6-134.6° C. Analysis: Calculated for C20H30N6O2. 1.1H2O: %C, 59.12; %H, 7.99; %N, 20.68; Found: %C, 58.77; %H, 7.53; %N, 20.46.

Sources & evidence

ORD record
ord-9ede5ba2112a45e29f88f2a261211b2a
Source dataset
uspto-grants-2004_08
Patent number
US06784188B2

Reaction notes

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