Sodium Hydroxide → HCID 59451916, compound

HRID 1971251Notes

Reaction equation

HRID 1971251 reaction equation
[C:1]12([CH2:11][NH:12][C:13]([C:15]3[N:20]4[CH:21]=[C:22]([C:24]([O:26]CC)=[O:25])[N:23]=[C:19]4[CH:18]=[CH:17][CH:16]=3)=[O:14])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH-].[Na+]>CO>[C:1]12([CH2:11][NH:12][C:13]([C:15]3[N:20]4[CH:21]=[C:22]([C:24]([OH:26])=[O:25])[N:23]=[C:19]4[CH:18]=[CH:17][CH:16]=3)=[O:14])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 24808505HCID 24808505, compound

Product 1

HCID 59451916HCID 59451916, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 5-[(adamantan-1-ylmethyl)carbamoyl]imidazo[1,2-a]pyridine-2-carboxylate (852 mg, 2.3 mmol) in MeOH (10 mL), is added 1 mL of 10 N NaOH aqueous solution. The reaction mixture is heated at 50° C. for 4 h. After cooling to RT, the solvent is removed in vacuo. The residue is diluted with water, and acidified with 2 N HCl aqueous solution until pH=3. Filtration affords the title compound.

Workup

  1. temperatureAfter cooling to RT
  2. customthe solvent is removed in vacuo
  3. additionThe residue is diluted with water
  4. filtrationFiltration

Sources & evidence

ORD record
ord-c1937344caad4d2ea4567f7c2b6b3f40
Source dataset
uspto-grants-2013_04
Patent number
US08431593B2

Reaction notes

Loading…