O-Methylhydroxylamine hydrochloride → HCID 67506072, compound

HRID 2105490Notes

Reaction equation

HRID 2105490 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[NH:12][C:13](=O)[CH:14]([CH3:16])[CH3:15].Cl.[CH:19]([O:22][NH2:23])([CH3:21])[CH3:20].Cl.CON>C(O)C>[CH:19]([O:22][N:23]1[C:2]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:5]=[CH:4][C:3]=2[N:12]=[C:13]1[CH:14]([CH3:16])[CH3:15])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 12696235O-(propan-2-yl)hydroxylamine hydrochlorideHCID 67505834N-(4-chloroquinolin-3-yl)-2-methylpropanamide

Product 1

HCID 67506072HCID 67506072, compoundYield 56.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The method of Part B of Example 25 was followed using N-(4-chloroquinolin-3-yl)-2-methylpropanamide (3.6 g, 14.5 mmol), O-isopropylhydroxylamine hydrochloride (1.8 g, 16 mmol) in lieu of O-methylhydroxylamine hydrochloride, and ethanol (60 mL). 1-Isopropoxy-2-isopropyl-1H-imidazo[4,5-c]quinoline (2.2 g) was obtained as a dark oil.

Sources & evidence

ORD record
ord-cd7e47c1c49741068169c0bd0a5ab835
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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