Hydrochloric Acid → HCID 59495716, compound

HRID 219960Notes

Reaction equation

HRID 219960 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:13]=[C:12]([C:14]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]4[CH3:31])=[C:21]([CH2:32][O:33][CH3:34])[CH:20]=3)[O:16][N:15]=2)[CH:11]=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7].Cl>CO.O>[F:3][C:4]1[CH:13]=[C:12]([C:14]2[N:18]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]4[CH3:31])=[C:21]([CH2:32][O:33][CH3:34])[CH:20]=3)[O:16][N:15]=2)[CH:11]=[CH:10][C:5]=1[C:6]([OH:8])=[O:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59495687HCID 59495687, compound

Product 1

HCID 59495716HCID 59495716, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A 5N aqueous solution of NaOH (0.52 mL, 2.62 mmol) was added to a suspension of methyl 2-fluoro-4-{5-[3-(methoxymethyl)-4-(2-methylpiperidin-1-yl)phenyl]-1,2,4-oxadiazol-3-yl}benzoate (230 mg, 0.52 mmol, obtained in Example 113) in MeOH (5 mL). The resulting mixture was stirred at RT for 30 minutes. The reaction mixture was acidified with a 1N aqueous solution of HCl until pH=4 and diluted with water. The precipitate was filtered off, washed with water (3×) and dried under reduced pressure to give the title compound as a white powder. HPLC (Method A), Rt: 3.79 min (purity: 99.5%). LC/MS, M+(ESI): 426.2, M−(ESI): 424.3.

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with water (3×)
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-aedcf082bc8d4b7785be2905d2fcbf1e
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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