Lithium hydroxide, monohydrate → HCID 58171827, compound

HRID 1944248Notes

Reaction equation

HRID 1944248 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])C.O[Li].O>C1COCC1.CO.O>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([N:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)=[N:13][CH:14]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67035398HCID 67035398, compound

Product 1

HCID 58171827HCID 58171827, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a solution of 5′-Methoxy-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester (0.17 g, 0.64 mmol) in 5 mL of THF/MeOH/H2O (1/1/1) was added LiOH.H2O (54 mg, 1.28 mmol). After 3 hours, the reaction was concentrated under vacuo, taken up in EtOAc, washed with aq. NH4Cl. The organic phase was dried over Na2SO4, and concentrated under vacuo to yield 60 mg (39%) of the title product as a light brown solid. ES-MS m/e: 235.1 (M−H+).

Workup

  1. concentrationthe reaction was concentrated under vacuo
  2. washwashed with aq. NH4Cl
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated under vacuo

Sources & evidence

ORD record
ord-d734ed46b703416496a3432ec696eaf2
Source dataset
uspto-grants-2013_03
Patent number
US08394834B2

Reaction notes

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