Hydrochloric Acid → HCID 18923547, compound

HRID 1900016Notes

Reaction equation

HRID 1900016 reaction equation
[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][C:13]3[C:18]([Br:19])=[CH:17][C:16]([C:20]([O:22]C)=[O:21])=[CH:15][C:14]=3[Br:24])[C:5]2=[N:4][C:3]=1[CH3:25].CO.[OH-].[Na+].Cl>O.O1CCCC1>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][C:13]3[C:18]([Br:19])=[CH:17][C:16]([C:20]([OH:22])=[O:21])=[CH:15][C:14]=3[Br:24])[C:5]2=[N:4][C:3]=1[CH3:25]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 18923235HCID 18923235, compound

Product 1

HCID 18923547HCID 18923547, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of 3-bromo-8-(2,6-dibromo-4-methoxycarbonylbenzyloxy)-2-methylimidazo[1,2-a]pyridine (550 mg), methanol (10 ml) and tetrahydrofuran (5 ml) was added 1N aqueous solution of sodium hydroxide (1.135 ml), and the mixture was stirred for 1 hour at 60° C. The reaction mixture was adjusted pH 4 with 1N hydrochloric acid, and water was added thereto. The precipitate was collected by filtration to give 3-bromo-8-(2,6-dibromo-4-carboxybenzyloxy)-2-methylimidazo[1,2-a]pyridine (518 mg).

Workup

  1. additionwas added
  2. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-b1a94a00818543c58f5075fe5fb1e4aa
Source dataset
uspto-grants-1996_11
Patent number
US05574042

Reaction notes

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