Lithium hydroxide, monohydrate → HCID 136377089, compound

HRID 1409574Notes

Reaction equation

HRID 1409574 reaction equation
O.[OH-].[Li+].[Br:4][C:5]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:6]=1[CH2:7][C:8]1[N:13]=[C:12]([C:14]([O:16]C)=[O:15])[C:11]([OH:18])=[C:10]([OH:19])[N:9]=1>O.C1COCC1>[Br:4][C:5]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:6]=1[CH2:7][C:8]1[NH:9][C:10](=[O:19])[C:11]([OH:18])=[C:12]([C:14]([OH:16])=[O:15])[N:13]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 178499084HCID 178499084, compound

Product 1

HCID 136377089HCID 136377089, compoundYield 41.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide monohydrate (23.5 mg, 560 μmol) in water (1 ml) was added to a stirred solution of methyl 2-(2-bromo-4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxylate (50 mg, 140 μmol) in THF (4 ml). The resulting mixture was stirred at room temperature for 24 h. The mixture was then acidified by the addition of Amberlyst resin, filtered and evaporated to dryness. The residue was triturated with Et2O to give the title compound as a white solid (0.02 g; 41%). LCMS: m/z=344 (MH+).

Workup

  1. additionThe mixture was then acidified by the addition of Amberlyst resin
  2. filtrationfiltered
  3. customevaporated to dryness
  4. customThe residue was triturated with Et2O

Sources & evidence

ORD record
ord-522ea41f42a14a03a89a1bc90b4d07ae
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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