Lithium Hydroxide → HCID 58205012, compound

HRID 1498145Notes

Reaction equation

HRID 1498145 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-fca14d812b994540a863cb1483252d9b
Source dataset
uspto-grants-2015_12
Patent number
US09198918B2

Reaction notes

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