Anisole → HCID 21701666, compound

HRID 1596217Notes

Reaction equation

HRID 1596217 reaction equation
[BrH:1].C(O)(=O)C.C1(OC)C=CC=CC=1.C(OC([N:24]1[CH2:30][CH2:29][CH2:28][N:27]([NH:31][C:32](=[O:40])[C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[CH2:26][CH2:25]1)=O)C1C=CC=CC=1>C(OCC)C>[BrH:1].[N:27]1([NH:31][C:32](=[O:40])[C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[CH2:28][CH2:29][CH2:30][NH:24][CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 7519AnisoleHCID 21701665HCID 21701665, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 21701666HCID 21701666, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 25% hydrogen bromide-acetic acid (1.5 ml) and anisole (0.09 ml) was added N-(4-benzyloxycarbonyl-1-homopiperazinyl)-p-fluorobenzamide (529 mg) dropwise for 3 minutes under nitrogen atmosphere. The reaction mixture was stirred at ambient temperature for 3.5 hours and diluted with diethyl ether. The resulting precipitate was collected and washed with diethyl ether to give N-(l-homopiperazinyl)-4-fluorobenzamide hydrobromide (606 mg). This product was used for next step without further purification.

Workup

  1. customThe resulting precipitate was collected
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-f740b2d6cca442848d15dbfa483db110
Source dataset
uspto-grants-2001_09
Patent number
US06291464B1

Reaction notes

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