Sodium Hydroxide → HCID 89582831, compound

HRID 2272730Notes

Reaction equation

HRID 2272730 reaction equation
C([O:3][C:4]([C:6]1[C:7](=[O:20])[N:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:9](=[O:12])[NH:10][N:11]=1)=[O:5])C.[OH-].[Na+]>C1COCC1.CO>[F:19][C:16]1[CH:17]=[CH:18][C:13]([N:8]2[C:7](=[O:20])[C:6]([C:4]([OH:5])=[O:3])=[N:11][NH:10][C:9]2=[O:12])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 89582687HCID 89582687, compound

Product 1

HCID 89582831HCID 89582831, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-(4-Fluoro-phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxylic acid ethyl ester (300 mg, 1 mmol) in THF (3 mL) and MeOH (7 mL) was added 5M NaOH (2 mL, 2 mmol). The mixture was stirred at rt for 1 h and was concentrated. Water was added and the mixture was extracted with ether. The aq. layer was made acidic with HCl at 0° C. and was extracted with EtOAc and concentrated. LCMS m/z=274 (M+Na); 1H NMR (DMSO) δ: 13.03 (s, 1H), 7.35-7.30 (m, 4H).

Workup

  1. concentrationwas concentrated
  2. additionWater was added
  3. extractionthe mixture was extracted with ether
  4. customwas made acidic with HCl at 0° C.
  5. extractionwas extracted with EtOAc
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-b0e726f828a24011ab80c80cb176ae68
Source dataset
uspto-grants-2015_09
Patent number
US09120778B2

Reaction notes

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