O-Methylhydroxylamine hydrochloride → HCID 67505835, compound

HRID 2105493Notes

Reaction equation

HRID 2105493 reaction equation
Cl.[CH:2]([O:5][NH2:6])([CH3:4])[CH3:3].Cl.CON.Cl[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=[CH:14][C:13]=1[NH:22][C:23](=O)[CH2:24][CH2:25][CH2:26][CH3:27]>>[CH2:24]([C:23]1[N:6]([O:5][CH:2]([CH3:4])[CH3:3])[C:12]2[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:15]=[CH:14][C:13]=2[N:22]=1)[CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 3

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 12696235O-(propan-2-yl)hydroxylamine hydrochlorideHCID 66765094HCID 66765094, compound

Product 1

HCID 67505835HCID 67505835, compoundYield 72.7%

Procedure

The method of Part B of Example 25 was followed using O-isopropylhydroxylamine hydrochloride (2.4 g, 21 mmol) in lieu of O-methylhydroxylamine hydrochloride to treat N-(4-chloroquinolin-3-yl)pentanamide (4.5 g, 17 mmol) with the modification that the reaction was heated at reflux overnight. 2-Butyl-1-isopropoxy-1H-imidazo[4,5-c]quinoline (3.5 g) was obtained as a dark oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight

Sources & evidence

ORD record
ord-e26759ff422c45c38c478bb242801630
Source dataset
uspto-grants-2009_08
Patent number
US07579359B2

Reaction notes

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