Hydroxyamine hydrochloride → HCID 72448479, compound

HRID 1623182Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][CH2:27][CH3:28])[N:14]([CH2:15][CH2:16][CH2:17][C:18](=O)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.Cl.[NH2:30][OH:31]>>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][CH2:27][CH3:28])[N:14]([CH2:15][CH2:16][CH2:17][C:18](=[N:30][OH:31])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 58837333HCID 58837333, compound

Product 1

HCID 72448479HCID 72448479, compound

Procedure

By the general method described in Part F of Example 30, 1-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)decan-4-one was reacted with hydroxylamine hydrochloride to provide 1-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)decan-4-one oxime in about a 1 to 1 mixture of E and Z isomers as a white solid after recrystallization from aqueous methanol, mp 113-115° C.

Sources & evidence

ORD record: ord-e3e22d580b18407aaab5700638922771
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778963B2

Reaction notes

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