Hydrochloric Acid → HCID 59457840, compound

HRID 1711797Notes

Reaction equation

HRID 1711797 reaction equation
C([O:4][C:5]([CH3:33])([CH2:7][CH2:8][C:9]1[N:13]2[CH:14]=[C:15]([C:18]3[N:25]4[C:21]([O:22][CH:23]=[CH:24]4)=[N:20][C:19]=3[C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH:16]=[CH:17][C:12]2=[N:11][N:10]=1)[CH3:6])(=O)C.Cl.[OH-].[Na+]>O1CCOCC1>[F:32][C:29]1[CH:30]=[CH:31][C:26]([C:19]2[N:20]=[C:21]3[N:25]([C:18]=2[C:15]2[CH:16]=[CH:17][C:12]4[N:13]([C:9]([CH2:8][CH2:7][C:5]([CH3:33])([OH:4])[CH3:6])=[N:10][N:11]=4)[CH:14]=2)[CH:24]=[CH:23][O:22]3)=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59457856HCID 59457856, compound

Product 1

HCID 59457840HCID 59457840, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 25 mL flask was charged with 4-(6-(6-(4-fluorophenyl)imidazo[2,1-b]oxazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2-methylbutan-2-yl acetate (0.196 g, 0.438 mmol; Example #K.1.1.7) in 1,4-dioxane (2 mL) to give a yellow solution. To the solution was added 5.0 M aqueous HCl (0.44 mL, 2.2 mmol) and the mixture was stirred at ambient temperature. After about 16 h, aqueous NaOH was added to the mixture and a precipitate formed. The precipitate was collected via filtration and was rinsed with water. The material was dried in a vacuum oven to furnish the title compound as an off-white solid (0.036 g, 21%): LC/MS (Table 1, Method a) Rt=1.89 min; MS m/z/z: 406.2 (M+H)+.

Workup

  1. customto give a yellow solution
  2. customa precipitate formed
  3. filtrationThe precipitate was collected via filtration
  4. washwas rinsed with water
  5. customThe material was dried in a vacuum oven

Sources & evidence

ORD record
ord-0541ae50495a42358d6f843dc1a07e0d
Source dataset
uspto-grants-2010_09
Patent number
US07790741B2

Reaction notes

Loading…