Hydrochloric Acid → HCID 9837047, compound

HRID 1636370Notes

Reaction equation

HRID 1636370 reaction equation
[OH:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]([O:14]C)=[O:13])=[N:10][CH:11]=1)[CH:3]([OH:5])[CH3:4].Cl>O.[OH-].[Li+]>[OH:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[N:10][CH:11]=1)[CH:3]([OH:5])[CH3:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9859160HCID 9859160, compound

Product 1

HCID 9837047HCID 9837047, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3939Lithium HydroxideSolvent

Procedure

To a solution of methyl 5-(1,2-dihydroxypropyl)-2-pyridinecarboxylate (5 mg) in water (0.1 ml), 1N lithium hydroxide (50 μl) was added at room temperature. After stirring for 1 hour at room temperature, the reaction mixture was neutrized with 1N HCl. The solution was applied to a Diaion HP20 (Mitsubishikasei trademark) column and eluted with methanol-water (1:1) to give 5-(1,2-dihydroxypropyl)-2-pyridinecarboxylic acid: white amorphous powder; molecular formula C9H11NO4 ; LRFAB-MS m/z 196 [M-H]- ; 1H-NMR (D3O) δ 8.74 (1H, d, J=2.2 Hz), 8.47 (1H, d, J=8.1 Hz), 8.28 (1H, dd, J=8.1 and 2.2 Hz), 4.88 (1H, d,J=4.3 Hz), 4.12 (1H, dq, J=6.5 and 4.3 Hz), 1.21 (3H, d,J=6.5 Hz).

Workup

  1. washeluted with methanol-water (1:1)

Sources & evidence

ORD record
ord-9444cd797da64fdc8eeae61a5f0627bb
Source dataset
uspto-grants-2000_03
Patent number
US06034107

Reaction notes

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