Lithium Hydroxide → HCID 21266518, compound

HRID 566721Notes

Reaction equation

HRID 566721 reaction equation
C([O:4][C:5]1([C:18]2[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=2)[CH2:10][NH:9][C:8](=[O:11])[CH:7]=[C:6]1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1)(=O)C.[Li+].[OH-]>C1COCC1.O>[OH:4][C:5]1([C:18]2[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=2)[CH2:10][NH:9][C:8](=[O:11])[CH:7]=[C:6]1[C:12]1[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 21266457HCID 21266457, compound

Product 1

HCID 21266518HCID 21266518, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-acetoxy-5-m-tolyl-5,6-dihydro-1H-[4,4′]bipyridinyl-2-one (322 mg, 1.0 mmole) in THF (5 mL) and water (5 mL) at r.t. was added LiOH (126 mg, 3.0 mmole) in one portion. The reaction mixture was stirred at that temperature for 1 hr before quenching the mixture with aqueous NH4Cl. Standard work up (extraction of compound with methylene chloride), followed by purification (methano/methylene chloride) gave the title compound. MS (m/z): Calcd. C17H16N2O2(M+): 280, found (M+H)+: 281.0.

Workup

  1. custombefore quenching the mixture with aqueous NH4Cl
  2. extractionStandard work up (extraction of compound with methylene chloride)
  3. customfollowed by purification (methano/methylene chloride)

Sources & evidence

ORD record
ord-a6233ba96acd4894b9935d1f2009ddb0
Source dataset
uspto-grants-2001_01
Patent number
US06174901B1

Reaction notes

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