HCID 59416781, compound → 3-Fluoro-N-isopropyl-4-(piperazin-1-yl)benzamide

HRID 1184467Notes

Reaction equation

HRID 1184467 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>Cl.O1CCOCC1.C(OCC)C>[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 1

HCID 59416781HCID 59416781, compound

Product 1

HCID 583244843-Fluoro-N-isopropyl-4-(piperazin-1-yl)benzamide

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 4-(2-fluoro-4-(isopropylcarbamoyl)phenyl)piperazine-1-carboxylate 303 (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 the title compound 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-0798c2349d5d4e85a7ac69bd08f184c5
Source dataset
uspto-grants-2014_03
Patent number
US08669249B2

Reaction notes

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