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Lithium hydroxide, monohydrate → Lithium 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylate

HRID 79301
Notes
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Reaction equation

HRID 79301 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]3[C:16]([C:19]([O:21]CC)=[O:20])=[CH:17][N:18]=[C:12]3[CH:11]=2)[CH2:3][CH2:2]1.O.[OH-].[Li+:26]>O1CCCC1.O.O1CCCC1>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]3[C:16]([C:19]([O-:21])=[O:20])=[CH:17][N:18]=[C:12]3[CH:11]=2)[CH2:3][CH2:2]1.[Li+:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67259084Ethyl 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylate

Product 1

HCID 67261208Lithium 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylateYield 105.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21881883
Oxolane--water (1/1)
Solvent

Procedure

Ethyl 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylate (1 g, 3.13 mmol) was dissolved in tetrahydrofuran/water (4:1, 0.5 M). Lithium hydroxide monohydrate (131 mg, 3.13 mmol) was added and the mixture was stirred at ambient temperature for 16 hours. The mixture was diluted with additional tetrahydrofuran and concentrated. Drying under high vacuum for 6 hours gave lithium 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylate as a pale yellow solid (979 mg).

Workup

  1. concentrationconcentrated
  2. customDrying under high vacuum for 6 hours

Sources & evidence

ORD record
ord-6baf5a532be44eaf91f713b8e21dc424
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08841455B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes