Hydroxyamine hydrochloride → HCID 72448480, compound

HRID 1623179Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:24][CH2:25][CH3:26])[N:14]([CH2:15][CH2:16][CH2:17][C:18](=O)[CH2:19][CH:20]([CH3:22])[CH3:21])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.Cl.[NH2:28][OH:29]>>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:24][CH2:25][CH3:26])[N:14]([CH2:15][CH2:16][CH2:17][C:18](=[N:28][OH:29])[CH2:19][CH:20]([CH3:22])[CH3:21])[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 58837325HCID 58837325, compound

Product 1

HCID 72448480HCID 72448480, 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)-6-methylheptan-4-one was reacted with hydroxylamine hydrochloride to provide 1-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-6-methylheptan-4-one oxime in about a 5 to 1 mixture of E and Z isomers as a white solid after recrystallization from aqueous methanol, mp 207-209° C.

Sources & evidence

ORD record: ord-757c08bde0fe404e852ab875f3e0df2e
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778963B2

Reaction notes

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