Hydrochloric Acid → 3-fluoro-N-isopropyl-4-(piperazin-1-yl)benzamide hydrochloride

HRID 69737Notes

Reaction equation

HRID 69737 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8](=[O:13])[NH:9][CH:10]([CH3:12])[CH3:11])[CH:5]=[CH:4][C:3]=1[N:14]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1.[ClH:27]>O1CCOCC1.C(OCC)C>[ClH:27].[F:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[N:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1)[C:8]([NH:9][CH:10]([CH3:12])[CH3:11])=[O:13]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59416781HCID 59416781, compound

Product 1

HCID 667756713-fluoro-N-isopropyl-4-(piperazin-1-yl)benzamide hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl 4-(2-fluoro-4-(isopropylcarbamoyl)phenyl)piperazine-1-carboxylate (1.10 g, 3.01 mmol) was diluted with 4.0M HCl in dioxane (3 mL) and stirred for 30 min. The thick white precipitate that formed was diluted with ethyl ether (10 mL) and stirred until a fine suspension resulted. The precipitate was filtered under nitrogen and dried in vacuum to afford 3-fluoro-N-isopropyl-4-(piperazin-1-yl)benzamide hydrochloride as a white solid. ESI-MS: m/z 302 (M+H)+.

Workup

  1. customThe thick white precipitate that formed
  2. stirringstirred until a fine suspension
  3. customresulted
  4. filtrationThe precipitate was filtered under nitrogen
  5. customdried in vacuum

Sources & evidence

ORD record
ord-79a494c273d84bdb840728cec798208e
Source dataset
uspto-grants-2014_09
Patent number
US08822470B2

Reaction notes

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