O-Methylhydroxylamine hydrochloride → HCID 72448492, compound

HRID 1623158Notes

Reaction equation

HRID 1623158 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.[CH3:31][O:32][NH2:33]>>[CH3:31][O:32][N:33]=[C:18]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[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[CH2:26][CH2:27][CH2:28][CH3:29]

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 11395063HCID 11395063, compound

Product 1

HCID 72448492HCID 72448492, 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 O-methylhydroxylamine hydrochloride to provide 4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-phenylbutan-1-one O-methyloxime) in about an 8.7 to 1 mixture of E and Z isomers as a yellow solid after recrystallization from methanol, mp 198-200° C.

Sources & evidence

ORD record
ord-8ce506c80c39402c9c5f317bc7a0ffd4
Source dataset
uspto-grants-2014_07
Patent number
US08778963B2

Reaction notes

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