Ammonium Hydroxide → HCID 13784124, compound

HRID 569993Notes

Reaction equation

HRID 569993 reaction equation
Cl[CH2:2][C:3]1[C:8]([C:9](OCC)=[O:10])=[CH:7][N:6]=[C:5]([N:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:16][CH2:15]2)[N:4]=1.[NH4+:27].[OH-].C([O-])(O)=O.[Na+]>C(O)C>[CH2:20]([N:17]1[CH2:16][CH2:15][N:14]([C:5]2[N:6]=[CH:7][C:8]3[C:9](=[O:10])[NH:27][CH2:2][C:3]=3[N:4]=2)[CH2:19][CH2:18]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 516892Sodium BicarbonateHCID 13769878Ethyl 4-(chloromethyl)-2-[4-(phenylmethyl)-1-piperazinyl]-5-pyrimidinecarboxylate

Product 1

HCID 13784124HCID 13784124, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolved in 10 ml of ethanol was 2.25 g (6 mmol) of ethyl 4-chloromethyl-2-(4-benzylpiperazino)pyrimidine-5-carboxylate (Referential Example 41), followed by an addition of 10 ml (59 mmol) of a 30% aqueous NH4OH solution at 20° C. The resultant mixture was stirred for 12 hours. The reaction mixture was poured in a 10% aqueous NaHCO3 solution, followed by extraction with CHCl3. The solvent was then distilled off and the residue was recrystallized from toluene.

Workup

  1. extractionfollowed by extraction with CHCl3
  2. distillationThe solvent was then distilled off
  3. customthe residue was recrystallized from toluene

Sources & evidence

ORD record
ord-673874d9d64e45babc7ad0f4104005f3
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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