Hydrochloric Acid → HCID 22485098, compound

HRID 1368241Notes

Reaction equation

HRID 1368241 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-764df0fab599429aa4ca22daf04b56ff
Source dataset
uspto-grants-2003_06
Patent number
US06573274B1

Reaction notes

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