4-Morpholinecarbonyl chloride → HCID 10339032, compound

HRID 1837587Notes

Reaction equation

HRID 1837587 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:18])[C:8]=2[N:7]=[C:6]1[CH3:19].[N:20]1([C:26](Cl)=[O:27])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>>[NH2:18][C:9]1[C:8]2[N:7]=[C:6]([CH3:19])[N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:26]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[O:27])[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1

Participants

3

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 22344446HCID 22344446, compound

Product 1

HCID 10339032HCID 10339032, compoundYield 47%

Procedure

Using the general method of Example 150 except that the reaction was run at 0° C, 1-(3-aminopropyl)-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (2.0 g, 7.8 mmol) was reacted with 4-morpholinecarbonyl chloride (1.17 g, 7.8 mmol) to provide 1.35 g of N-[3-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]morpholine-4-carboxamide as a white solid, m.p. 226.0-228.0° C. Analysis: Calculated for C19H24N6O2: %C, 61.94; %H, 6.57; %N, 22.81; Found: %C, 61.67; %H, 6.46; %N, 22.74.

Workup

  1. customwas run at 0° C

Sources & evidence

ORD record
ord-b73b1b644f5243279cf793c91cd22f2c
Source dataset
uspto-grants-2004_08
Patent number
US06784188B2

Reaction notes

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