Valeryl chloride → HCID 69519934, compound

HRID 1767738Notes

Reaction equation

HRID 1767738 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[NH2:8][C:9]1[N:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][N:10]=1>N1C=CC=CC=1>[C:1]([NH:8][C:9]1[N:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][N:10]=1)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 61186Valeryl chlorideHCID 764905-Nitropyrimidin-2-amine

Product 1

HCID 69519934HCID 69519934, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Valeroyl chloride (861 mg, 7.14 mmol) was added dropwise to a stirred suspension of 2-amino-5-nitropyrimidine (500 mg, 3.57 mmol) in pyridine (10 ml) and the reaction was heated at reflux for 4 hours under an inert atmosphere. The solvent was removed in vacuo and the residue stirred in 2N hydrochloric acid (100 ml) and extracted with ethyl acetate. Solvent evaporation in vacuo yielded 2-(N-pentanoyl)amino-5-nitropyrimidine (658 mg, 82% yield) as a brown solid:

Workup

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 4 hours under an inert atmosphere
  3. customThe solvent was removed in vacuo
  4. extractionextracted with ethyl acetate
  5. customSolvent evaporation in vacuo

Sources & evidence

ORD record
ord-32aeeda7e6fe4a17bb7ba132f94599ff
Source dataset
uspto-grants-2007_06
Patent number
US07235559B1

Reaction notes

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