Hydrochloric Acid → HCID 22485098, compound

HRID 2181033Notes

Reaction equation

HRID 2181033 reaction equation
C(O[C:6]([N:8]([C:10]1[CH:30]=[CH:29][C:13]([CH2:14][N:15]2[C:19]3=[N:20][C:21]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:23]=[C:18]3[N:17]=[C:16]2[CH3:28])=[C:12]([Cl:31])[CH:11]=1)C)=O)(C)(C)C.[ClH:32]>ClCCl>[ClH:31].[ClH:32].[Cl:31][C:12]1[CH:11]=[C:10]([NH:8][CH3:6])[CH:30]=[CH:29][C:13]=1[CH2:14][N:15]1[C:19]2=[N:20][C:21]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:23]=[C:18]2[N:17]=[C:16]1[CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22485030HCID 22485030, compound

Product 1

HCID 22485098HCID 22485098, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 3-(4-(N-(tert-butoxycarbonyl)-N-methylamino)-2-chlorobenzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate (234 mg) was dissolved in dichloromethane (3 ml) and 4N hydrochloric acid (ethyl acetate solution) (2 ml) was added. The mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure and ethyl acetate was added. The precipitated crystals were collected by filtration and concentrated under reduced pressure with heating to give methyl 3-(2-chloro-4-(methylamino)benzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate dihydrochloride (215 mg) as pale-red crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and ethyl acetate
  2. additionwas added
  3. filtrationThe precipitated crystals were collected by filtration
  4. concentrationconcentrated under reduced pressure
  5. temperaturewith heating

Sources & evidence

ORD record
ord-f973ce0386bc4679a20356149bd0179f
Source dataset
uspto-grants-2005_05
Patent number
US06890934B2

Reaction notes

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