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

HRID 706604
Notes
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Reaction equation

HRID 706604 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 stirred at ambient temperature overnight. The mixture was then further diluted with tetrahydrofuran and concentrated. The resulting material was dried under high vacuum for 6 hours to give lithium 7-(2-morpholinoethoxy)imidazo[1,2-a]pyridine-3-carboxylate as a pale yellow solid (979 mg).

Workup

  1. concentrationconcentrated
  2. customThe resulting material was dried under high vacuum for 6 hours

Sources & evidence

ORD record
ord-243cf6116a5d4556b1df3b0791f1fd35
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09174981B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes