Water → HCID 58011885, compound

HRID 660886Notes

Reaction equation

HRID 660886 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][N:5]1[C:9](=[O:10])[N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[C:7]([C:19]2[S:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[N:6]1.[OH-].[Li+].O>CO>[Cl:24][C:21]1[S:20][C:19]([C:7]2[N:8]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[C:9](=[O:10])[N:5]([CH2:4][C:3]([OH:25])=[O:2])[N:6]=2)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 58011720Methyl[3-(5-chlorothiophen-2-yl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

Product 1

HCID 58011885HCID 58011885, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.90 g (7.60 mmol) of the ester from Example 153A are dissolved in 77 ml methanol and treated with a 1 N solution of lithium hydroxide in water (30.3 ml, 30.4 mmol). The mixture is stirred overnight at RT, then freed of methanol on the rotary evaporator and diluted with 200 ml water. After addition of 1 N hydrochloric acid to a pH value of 2, the product precipitates out as a white solid, which is isolated by filtration and drying in high vacuum. 2.45 g (88% of theory) of the title compound are obtained.

Workup

  1. customfreed of methanol on the rotary evaporator
  2. additiondiluted with 200 ml water
  3. additionAfter addition of 1 N hydrochloric acid to a pH value of 2
  4. customthe product precipitates out as a white solid
  5. customwhich is isolated by filtration
  6. customdrying in high vacuum

Sources & evidence

ORD record
ord-7226d1f50d464e9b86cd9c745beff211
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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