Hydrochloric Acid → HCID 178423868, compound

HRID 505403Notes

Reaction equation

HRID 505403 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH2:9][CH2:10][C:11]2[NH:26][C:14]3=[N:15][CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=4)[CH:18]=[C:13]3[N:12]=2)[N:3]=1.[ClH:27]>ClCCl.C(OCC)C>[ClH:27].[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH2:9][CH2:10][C:11]2[NH:26][C:14]3=[N:15][CH:16]=[C:17]([C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=4)[CH:18]=[C:13]3[N:12]=2)[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178423867HCID 178423867, compound2×

Product 1

HCID 178423868HCID 178423868, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

41 mg of 2-[2-(2-amino-4-methylpyridin-6-yl)ethyl]-6-p-tolyl-3H-imidazo[4,5-b]pyridine (compound 7) are dissolved in 8.4 ml of dichloromethane. After cooling the solution to 0° C., 61 μl of hydrochloride in diethyl ether (strength 2.0 M) is added under stirring. Subsequently, the solvents are evaporated in vacuo. The remaining residue is redissolved in petrol ether/dichloromethane (3:1) and concentrated to dryness to afford 40 mg of the title compound as an amorphous powder of m.p. 186° C. MS: 344.4 (MH+). TLC: Rf=0.37 (dichloromethane/methanol 8:1).

Workup

  1. customSubsequently, the solvents are evaporated in vacuo
  2. dissolutionThe remaining residue is redissolved in petrol ether/dichloromethane (3:1)
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-b85356d854824b4f93bc63e22cb703dc
Source dataset
uspto-grants-2010_08
Patent number
US07781453B2

Reaction notes

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