Hydrochloric Acid → HCID 86612264, compound

HRID 1623199Notes

Reaction equation

HRID 1623199 reaction equation
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:34][CH2:35][CH3:36])[N:14]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]([O:26]C(OC(C)(C)C)=O)C(=O)C(C)(C)C)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[ClH:37].O1CCOCC1>ClCCl>[ClH:37].[OH:26][NH:19][CH2:18][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[CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86612263HCID 86612263, compound

Product 1

HCID 86612264HCID 86612264, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of N-[4-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]-N-[(tert-butoxycarbonyl)oxy]-2,2-dimethylpropanamide (3.35 g, 6.52 mmol), dichloromethane (50 mL), and 4 M HCl in dioxane (13.0 mL, 52.2 mmol) was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. The residue was concentrated twice from dichloromethane (2×25 mL) to provide 1-[4-(hydroxyamino)butyl]-2-propyl-1H-imidazo[4,5-c]quinolin-4-amine hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. concentrationThe residue was concentrated twice from dichloromethane (2×25 mL)

Sources & evidence

ORD record
ord-abdd624ade8745d29d11d681467cbdf5
Source dataset
uspto-grants-2014_07
Patent number
US08778963B2

Reaction notes

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