Lithium hydroxide, monohydrate → HCID 58043191, compound

HRID 1618006Notes

Reaction equation

HRID 1618006 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][C:37]([NH:40][C:41](=[O:47])[CH2:42][C:43]([O:45]C)=[O:44])=[CH:36][CH:35]=3)=[CH:30][CH:29]=2)[CH2:9]/[C:10](=[N:19]\[O:20]C(=O)CC(OC)=O)/[C:11]2[CH:16]=[CH:15][C:14](=[O:17])[N:13]([CH3:18])[CH:12]=2)=[C:4]([CH3:48])[CH:3]=1.O.[OH-].[Li+]>O1CCOCC1.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:35]=[CH:36][C:37]([NH:40][C:41](=[O:47])[CH2:42][C:43]([OH:45])=[O:44])=[CH:38][CH:39]=3)=[CH:30][CH:29]=2)[CH2:9]/[C:10](=[N:19]\[OH:20])/[C:11]2[CH:16]=[CH:15][C:14](=[O:17])[N:13]([CH3:18])[CH:12]=2)=[C:4]([CH3:48])[CH:3]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 87237204HCID 87237204, compound

Product 1

HCID 58043191HCID 58043191, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of (E)-methyl 3-(4′-(1-(4-fluoro-2-methylphenyl)-3-(3-methoxy-3-oxopropanoyloxyimino)-3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)propyl)biphenyl-4-ylamino)-3-oxopropanoate (0.044 g, 67.1 μmol, from example 399) in dioxane (1 mL) and water (1 mL) was added lithium hydroxide monohydrate (7.04 mg, 168 μmol). The resulting clear solution was stirred at room temperature for 2.25 hours, and then the solvents were removed. The residue was dissolved in water (2 mL) and the pH of the solution was adjusted to approximately to pH 3 using 1M aqueous hydrochloric acid. The resulting suspension was filtered, washed with water and the filter cake dried in high vacuum. Colourless solid (0.023 g, 63%). MS (ESI+): m/z=542.2 ([M+H]+).

Workup

  1. customthe solvents were removed
  2. dissolutionThe residue was dissolved in water (2 mL)
  3. filtrationThe resulting suspension was filtered
  4. washwashed with water
  5. customthe filter cake dried in high vacuum

Sources & evidence

ORD record
ord-f7265c37244f4f7ab48607659dfffdc7
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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