Ethyl cyanoacetate → HCID 178432555, compound

HRID 234881Notes

Reaction equation

HRID 234881 reaction equation
[NH2:1][C:2]1[N:3](C)[CH2:4][N:5]=[CH:6][C:7]=1[CH:8]=O.C([O:13][C:14](=O)[CH2:15][C:16]#[N:17])C.N1CCCC[CH2:20]1>C(O)C>[C:16]([C:15]1[C:14]([OH:13])=[N:1][C:2]2[N:3]=[C:4]([CH3:20])[N:5]=[CH:6][C:7]=2[CH:8]=1)#[N:17]

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 178481271HCID 178481271, compound

Product 1

HCID 178432555HCID 178432555, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 3 g (22 mmol) of 4-amino-5-formyl-3-methylpyrimidine, 5 g (44 mmol) of ethylcyanoacetate and 850 mg (100 mmol) of piperidine in 20 ml of ethanol was stirred for 20 hours at 20°-25° C. The fine-particled solid formed was separated off, freed from solvent residues under reduced pressure and suspended twice in 20 ml of ethanol each time. The crude product was finally washed with diethyl ether. Yield: 50% (fine powder); mp.: >200° C.

Workup

  1. customThe fine-particled solid formed
  2. customwas separated off
  3. washThe crude product was finally washed with diethyl ether

Sources & evidence

ORD record
ord-6047b6c878ec454088f310a612255948
Source dataset
uspto-grants-1997_01
Patent number
US05597776

Reaction notes

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