Propylamine → HCID 69506794, compound

HRID 2366601Notes

Reaction equation

HRID 2366601 reaction equation
[CH2:1]([C:4]1[N:5]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([OH:24])=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].C(Cl)(=O)C(Cl)=O.[CH2:31]([NH2:34])[CH2:32][CH3:33]>>[CH2:31]([NH:34][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])[CH2:32][CH3:33]

Participants

4

Reactant 3

HCID 7852PropylamineHCID 65578Oxalyl chlorideHCID 57447019HCID 57447019, compound

Product 1

HCID 69506794HCID 69506794, compound

Procedure

6-(2-Propyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanoic acid (3.0 g, 9.2 mmol, prepared in Parts A through E of Example 6) was treated with oxalyl chloride (1.45 mL, 16.6 mmol) and n-propylamine (2.27 mL, 27.6 mmol) according to the method described in Part F of Example 6 to provide 3.4 g of N-propyl-6-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)hexanamide. The acid chloride solution was cooled to 0° C. before the addition of n-propylamine.

Sources & evidence

ORD record
ord-7f7754d46e9341838171832518a0194e
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

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