O-Methylhydroxylamine hydrochloride → HCID 72448491, compound

HRID 1623170Notes

Reaction equation

HRID 1623170 reaction equation
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:21][CH2:22][CH2:23][CH3:24])[N:14]([CH2:15][CH2:16][CH2:17][C:18](=O)[CH3:19])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.Cl.[CH3:26][O:27][NH2:28]>>[CH3:26][O:27][N:28]=[C:18]([CH2:17][CH2:16][CH2:15][N:14]1[C:10]2[C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=3[N:3]=[C:2]([NH2:1])[C:11]=2[N:12]=[C:13]1[CH2:21][CH2:22][CH2:23][CH3:24])[CH3:19]

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 58837349HCID 58837349, compound

Product 1

HCID 72448491HCID 72448491, compound

Procedure

By the general method described in Part F of Example 30, 5-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)pentan-2-one was reacted with O-methylhydroxylamine hydrochloride to provide 5-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)pentan-2-one O-methyloxime in about a 7.9 to 1 mixture of E and Z isomers as light brown crystals after recrystallization from aqueous methanol, mp 157-159° C.

Sources & evidence

ORD record
ord-a5d8a4f7d7e34196903b28aa92fe2d37
Source dataset
uspto-grants-2014_07
Patent number
US08778963B2

Reaction notes

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