Hydrochloric Acid → HCID 178458535, compound

HRID 1644593Notes

Reaction equation

HRID 1644593 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:29][CH:30]([CH3:32])[CH3:31])=[C:13]([C:15]2[NH:28][C:18]3=[N:19][CH:20]=[C:21]([C:23]([O:25]CC)=[O:24])[CH:22]=[C:17]3[N:16]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C(O)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:29][CH:30]([CH3:32])[CH3:31])=[C:13]([C:15]2[NH:28][C:18]3=[N:19][CH:20]=[C:21]([C:23]([OH:25])=[O:24])[CH:22]=[C:17]3[N:16]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469700HCID 178469700, compound

Product 1

HCID 178458535HCID 178458535, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-[5-(benzyloxy)-2-isopropoxyphenyl]-3H-imidazo[4,5-b]pyridine-6-carboxylate (0.14 g) and 1N aqueous sodium hydroxide solution (6.5 ml) in ethanol (10 ml) was stirred at room temperature for 18 hr. The reaction mixture was adjusted with 1N hydrochloric acid to pH 4, and the precipitated crystals were collected by filtration, and washed with water and ethanol to give the title compound (0.12 g, yield 93%) as colorless crystals. purity 96%. M+H: 404. 1H NMR (DMSO-d6) (: 1.35 (6H, d, J=6.0 Hz), 4.70-4.78 (1H, m), 5.19 (2H, s), 7.35-7.53 (8H, m), 8.44 (1H, s), 8.92 (1H, s).

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with water and ethanol

Sources & evidence

ORD record
ord-00e1ee07650045299f74a0a661d34a89
Source dataset
uspto-grants-2012_02
Patent number
US08124617B2

Reaction notes

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