Hydrochloric Acid → HCID 67052308, compound

HRID 2426356Notes

Reaction equation

HRID 2426356 reaction equation
Cl.[NH2:2][C:3]1[C:12]2[N:13]=[C:14]([CH2:21][CH2:22][C:23]3([CH3:28])OCC[O:24]3)[N:15]([CH2:16][C:17]([CH3:20])([OH:19])[CH3:18])[C:11]=2[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]=1.[OH-].[Na+]>O>[NH2:2][C:3]1[C:12]2[N:13]=[C:14]([CH2:21][CH2:22][C:23](=[O:24])[CH3:28])[N:15]([CH2:16][C:17]([OH:19])([CH3:18])[CH3:20])[C:11]=2[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67052434HCID 67052434, compound

Product 1

HCID 67052308HCID 67052308, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentrated hydrochloric acid (0.98 mL) was added dropwise to a stirred suspension of 1-{4-amino-2-[2-(2-methyl-1,3-dioxolan-2-yl)ethyl]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol (1.45 g, 3.91 mmol) in water (26 mL), and the resulting solution was stirred at room temperature for two hours and then adjusted to pH 11 with the addition of aqueous sodium hydroxide (20% w/w). A precipitate formed, and the suspension was stirred for several minutes. The precipitate was isolated by filtration and washed with water to provide 1.2 g of 4-[4-amino-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-2-yl]butan-2-one as a white powder.

Workup

  1. customA precipitate formed
  2. stirringthe suspension was stirred for several minutes
  3. customThe precipitate was isolated by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-801a2e14d7b4447ca58c6d9a4c41a58b
Source dataset
uspto-grants-2011_06
Patent number
US07968563B2

Reaction notes

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