Sodium Hydroxide → HCID 178432319, compound

HRID 1285136Notes

Reaction equation

HRID 1285136 reaction equation
[C:1]([NH:4][C:5]1[C:10]([NH:11]C(=O)C)=[CH:9][N:8]=[C:7]([N:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][CH2:23][C:24]([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)=[O:25])[CH2:17][CH2:16]2)[CH:6]=1)(=O)[CH3:2].[OH-].[Na+]>O>[F:32][C:29]1[CH:28]=[CH:27][C:26]([C:24](=[O:25])[CH2:23][CH2:22][CH2:21][N:18]2[CH2:17][CH2:16][N:15]([C:7]3[N:8]=[CH:9][C:10]4[N:11]=[C:1]([CH3:2])[NH:4][C:5]=4[CH:6]=3)[CH2:20][CH2:19]2)=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53806345HCID 53806345, compound

Product 1

HCID 178432319HCID 178432319, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 g 4-[4-(4,5-Diacetylamino-2-pyridinyl)-1-piperazinyl]-1-(4-fluorophenyl)-1-butanone and 25 g polyphosphoric acid are stirred and heated 1 hour at 140°. The reaction mixture is then cooled to room temperature, treated with 200 ml water, made alkaline with aqueous NaOH solution and extracted with methylene chloride. The extract is dried and evaporated. The residue is recrystallized from dichlormethane/diisopropylether to give the title compound, m.p. 180°-183°. M.p. of the bis-maleate 172°-173.5°.

Workup

  1. temperatureheated 1 hour at 140°
  2. extractionextracted with methylene chloride
  3. customThe extract is dried
  4. customevaporated
  5. customThe residue is recrystallized from dichlormethane/diisopropylether

Sources & evidence

ORD record
ord-ec216fb913284e5db1b0c33df987a24a
Source dataset
uspto-grants-1986_01
Patent number
US04565816

Reaction notes

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