O-Methylhydroxylamine hydrochloride → HCID 72448487, compound

HRID 1623195Notes

Reaction equation

HRID 1623195 reaction equation
[NH2:1][C:2]1[C:11]2[N:12]=[CH:13][N:14]([CH2:15][C:16]([CH3:22])([CH3:21])[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.[CH3:24][O:25][NH2:26]>>[CH3:24][O:25][N:26]=[C:18]([CH2:17][C:16]([CH3:22])([CH3:21])[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]=[CH:13]1)[CH3:19]

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 58837354HCID 58837354, compound

Product 1

HCID 72448487HCID 72448487, compound

Procedure

By the general method described in Part F of Example 30, 5-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)-4,4-dimethylpentan-2-one was reacted with O-methylhydroxylamine hydrochloride to provide 5-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)-4,4-dimethylpentan-2-one O-methyloxime as about a 2.9 to 1 mixture of E and Z isomers as a tan solid after recrystallization from aqueous methanol, mp 148-150° C.

Sources & evidence

ORD record
ord-fbacabb651054c4cbe191c3432e2657b
Source dataset
uspto-grants-2014_07
Patent number
US08778963B2

Reaction notes

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