Hydroxyamine hydrochloride → HCID 72448478, compound

HRID 1623157Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][CH2:27][CH2:28][CH3:29])[N:14]([CH2:15][CH2:16][CH2:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=O)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.Cl.[NH2:31][OH:32]>>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][CH2:27][CH2:28][CH3:29])[N:14]([CH2:15][CH2:16][CH2:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:31][OH:32])[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 11395063HCID 11395063, compound

Product 1

HCID 72448478HCID 72448478, compound

Procedure

By the general method described in Part F of Example 30, 4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylbutan-1-one was reacted with hydroxylamine hydrochloride to provide 4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylbutan-1-one oxime in about a 10 to 1 mixture of E and Z isomers as white crystals after recrystallization from methanol, mp 242-244° C.

Sources & evidence

ORD record: ord-41d57a831c2445529a5a9299aaf27474
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778963B2

Reaction notes

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