Lithium Hydroxide → HCID 58205012, compound

HRID 886088Notes

Reaction equation

HRID 886088 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:17][CH2:16][CH2:15][C:14]3[N:10]([N:11]=[C:12]([C:18]4[N:19]([CH2:23][C:24]([F:27])([F:26])[F:25])[N:20]=[CH:21][N:22]=4)[CH:13]=3)[C:9]=2[CH:28]=1)=[O:4].[OH-].[Li+]>O1CCOCC1.O>[F:26][C:24]([F:25])([F:27])[CH2:23][N:19]1[C:18]([C:12]2[CH:13]=[C:14]3[N:10]([N:11]=2)[C:9]2[CH:28]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[CH:7][C:8]=2[O:17][CH2:16][CH2:15]3)=[N:22][CH:21]=[N:20]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 58204544HCID 58204544, compound

Product 1

HCID 58205012HCID 58205012, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-[2-(2,2,2-trifluoro-ethyl)-2H-[1,2,4]triazol-3-yl]-4,5-dihydro-6-oxa-1,10b-diaza-benzo[e]azulene-9-carboxylic acid methyl ester (553 mg, 1.4 mmol) in dioxane (12.5 mL) and water (12.5 mL) was added lithium hydroxide (67 mg, 2.8 mmol) and the reaction mixture stirred at RT for 2 h. The reaction mixture was concentrated in vacuo to remove the dioxane and the resultant solution acidified to pH 1 by the addition of HCl (12 N). The precipitate formed was collected by filtration, washed with water and dried in vacuo at 40° C. to give the title compound (519 mg, 98%). LCMS: RT=4.04 min, M+H+=380

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto remove the dioxane
  3. additionthe resultant solution acidified to pH 1 by the addition of HCl (12 N)
  4. customThe precipitate formed
  5. filtrationwas collected by filtration
  6. washwashed with water
  7. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-e7bc08b0b7f14e91b69102a7f86c5c1b
Source dataset
uspto-grants-2012_08
Patent number
US08242104B2

Reaction notes

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