4-Morpholinecarbonyl chloride → HCID 10029034, compound

HRID 1368159Notes

Reaction equation

HRID 1368159 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[N:30]1([C:36](Cl)=[O:37])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>N1C=CC=CC=1>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH2:20][CH2:21][CH2:22][O:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:36]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[O:37])[C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

4

Reactant 2

HCID 848104-Morpholinecarbonyl chlorideHCID 22479014HCID 22479014, compound

Product 1

HCID 10029034HCID 10029034, compoundYield 31.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using the general method of Example 143 except that pyridine was used in place of chloroform, 1-(4-aminobutyl)-2-(3-phenoxypropyl)-1H-imidazo[4,5-c]quinolin-4-amine (1.25 g, 3.2 mmol) was reacted with 4-morpholinecarbonyl chloride (0.41 mL, 3.5 mmol) to provide 0.50 g of N-{4-[4-amino-2-(3-phenoxypropyl)-1H-imidazo[4, 5-c]quinolin-1-yl]butyl}morpholine-4-carboxamide as a light brown solid, m.p. 71.5-72.1° C. Analysis: Calculated for C28H34N6O3.0.5H2O: %C, 65.73; %H, 6.90; %N, 16.43; Found: %C, 65.43; %H, 6.90; %N, 16.29.

Sources & evidence

ORD record
ord-94048895acb04ad6a64a1386e4666172
Source dataset
uspto-grants-2003_06
Patent number
US06573273B1

Reaction notes

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