Lithium Hydroxide → HCID 73052266, compound

HRID 1409562Notes

Reaction equation

HRID 1409562 reaction equation
[OH-].[Li+].[C:3]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]1[N:11]([CH3:22])[C:12](=[O:21])[C:13]([OH:20])=[C:14]([C:16]([O:18]C)=[O:17])[N:15]=1>O.C1COCC1>[C:3]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]1[N:11]([CH3:22])[C:12](=[O:21])[C:13]([OH:20])=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86710263HCID 86710263, compound

Product 1

HCID 73052266HCID 73052266, compoundYield 10.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide (8.2 mg, 342 μmol) in water was added to a stirred solution of methyl 2-(biphenyl-2-ylmethyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (0.1 g, 285 μmol) in THF. After 24 h, the reaction was quenched by addition of 1M HCl, extracted into EtOAc, washed with brine, dried (MgSO4) and evaporated. Purification by preparative HPLC gave the desired product as a white solid (0.010 g; 10%). LCMS: m/z=337 (MH+).

Workup

  1. customthe reaction was quenched by addition of 1M HCl
  2. extractionextracted into EtOAc
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-5f6989413741446ea83edfda427a64e8
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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