4-Morpholinecarbonyl chloride → HCID 10251348, compound

HRID 1371339Notes

Reaction equation

HRID 1371339 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[C:16]3[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=3[N:10]=[C:9]([NH2:18])[C:8]=2[N:7]=[C:6]1[CH2:19][CH2:20][O:21][CH3:22].[N:23]1([C:29](Cl)=[O:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[NH2:18][C:9]1[C:8]2[N:7]=[C:6]([CH2:19][CH2:20][O:21][CH3:22])[N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:29]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)=[O:30])[C:17]=2[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[N:10]=1

Participants

3

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 22344429HCID 22344429, compound

Product 1

HCID 10251348HCID 10251348, compoundYield 44.4%

Procedure

Using the general method of Example 167, 1-(3-aminopropyl)-2-(2-methoxyethyl)-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-4-amine (2.0 g, 6.59 mmol) was reacted with 4-morpholinecarbonyl chloride (1.08 g, 7.25 mmol) to provide 1.22 g of N-{3-[4-amino-2-(2-methoxyethyl)-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-1-yl]propyl}morpholine-4-carboxamide as a white powder, m.p. 171.8–173.2° C. Analysis: Calculated for C21H32N6O3: % C, 60.56; % H, 7.74; % N, 20.18; Found: % C, 60.30; % H, 7.72; % N, 20.11.

Sources & evidence

ORD record
ord-7c3fc4b2be214e3ab04731f2150d0ff4
Source dataset
uspto-grants-2007_01
Patent number
US07157453B2

Reaction notes

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