Hydrochloric Acid → HCID 178478946, compound

HRID 419704Notes

Reaction equation

HRID 419704 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[NH:11][CH:12]=2)=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20].[ClH:23]>CO>[ClH:23].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[NH:11][CH:12]=2)=[CH:4][C:3]=1[C:19]([F:20])([F:21])[F:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178505530HCID 178505530, compound

Product 1

HCID 178478946HCID 178478946, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Suspend 4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidine (250 mg, 0.80 mmol) in methanol (20 mL) and add hydrogen chloride (2 M in diethyl ether, 0.798 mL, 0.80 mmol). Stir at room temperature for 30 min. Concentrate the mixture in vacuo, and add water (15 mL) and acetonitrile (5 mL). Freeze-dry the mixture to afford an off-white solid. Dry the solid in vacuo at 100° C. for 2 h to afford 4-(4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidine hydrochloride as an off-white solid (220 mg, 79%).

Workup

  1. concentrationConcentrate the mixture in vacuo
  2. additionadd water (15 mL) and acetonitrile (5 mL)
  3. customFreeze-dry the mixture
  4. customto afford an off-white solid
  5. customDry the solid in vacuo at 100° C. for 2 h

Sources & evidence

ORD record
ord-f38627a8d60843368366e8c0ccddb51d
Source dataset
uspto-grants-2012_01
Patent number
US08093383B2

Reaction notes

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