Cyclohexylamine → HCID 13769879, compound

HRID 570012Notes

Reaction equation

HRID 570012 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:19]=[C:18]([CH2:20]Cl)[C:17]([C:22](OCC)=[O:23])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:27]1([NH2:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>C(O)CC(C)C>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:15]=[CH:16][C:17]3[C:22](=[O:23])[N:33]([CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[CH2:20][C:18]=3[N:19]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 13769878Ethyl 4-(chloromethyl)-2-[4-(phenylmethyl)-1-piperazinyl]-5-pyrimidinecarboxylate

Product 1

HCID 13769879HCID 13769879, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

Dissolved in 40 ml of isoamyl alcohol was 2.0 g (5.34 mmol) of ethyl 2(4-benzylpiperazino)-4-chloromethylpyrimidine-5-carboxylate, followed by an addition of 10.5 g (107 mmol) of cyclohexylamine. The resultant mixture was refluxed for 6 hours. After completion of the reaction, the solvent was distilled off and the residue was washed with ether to obtain 1.32 g of the above-identified compound as crystals (yield: 63%).

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. washthe residue was washed with ether

Sources & evidence

ORD record
ord-c1f60d61b7b94a809b427e4de4c17143
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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