Lithium Hydroxide → HCID 86701923, compound

HRID 715749Notes

Reaction equation

HRID 715749 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([NH:10][C:11](=[O:23])[NH:12][C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=3)[CH:7]=[CH:6][C:5]=12.[OH-].[Li+]>O1CCCC1.CO>[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([NH:10][C:11](=[O:23])[NH:12][C:13]3[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:21][CH:22]=3)[CH:7]=[CH:6][C:5]=12

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86701924HCID 86701924, compound

Product 1

HCID 86701923HCID 86701923, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 4-(3-imidazo[1,2-a]pyridin-6-ylureido)benzoate (2.1 g, 6.77 mmol) in tetrahydrofuran (18.05 ml) and methanol (9.02 ml) was treated with 2N lithium hydroxide (13.53 ml, 27.1 mmol) and the reaction was allowed to stir at room temperature for 16 hours. The mixture was concentrated, redissolved in 225 mL water and acidified to pH 4 with 3N hydrochloric acid. The suspension was filtered with water washes to give the title compound after vacuum drying.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionredissolved in 225 mL water
  3. filtrationThe suspension was filtered with water

Sources & evidence

ORD record
ord-34ee7a703b3646bb81988d3d3eb86cce
Source dataset
uspto-grants-2015_11
Patent number
US09187472B2

Reaction notes

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