Water → 4-Amino-pyrido[2,3-e]pyrimidin-2-one

HRID 399175

Reaction equation

HRID 399175 reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[NH2:10][C:11](N)=[O:12].O>C(OCCOCCO)C>[NH2:9][C:8]1[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:11](=[O:12])[N:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1176UreaHCID 5770153-Aminopyridine-2-carbonitrile

Product 1

HCID 193668794-Amino-pyrido[2,3-e]pyrimidin-2-one

Reagents, catalysts & solvents 1

HCID 8146Diethylene Glycol Monoethyl EtherSolvent

Conditions

Temperature
205 °C

Procedure

A slurry of 3-Amino-2-cyanopyridine (200 mg) and urea (400 mg) in 2-(2-ethoxyethoxy)ethanol (0.5 mL) was gradually heated to about 205° C., and maintained at 205° C. for 10 min. Heating was ceased and 6 mL of hot water was carefully added while shaking the mixture. The mixture was vacuum filtered to collect the precipitate. The precipitate was washed with water and ethyl acetate and allowed to dry to yield 4-Amino-pyrido[2,3-e]pyrimidin-2-one as a light yellow solid, m.p. >300° C.

Workup

  1. temperatureHeating
  2. filtrationfiltered
  3. customto collect the precipitate
  4. washThe precipitate was washed with water and ethyl acetate
  5. customto dry

Sources & evidence

ORD record
ord-ca3973f0d6594ca3b310fc32dfbd470c
Source dataset
uspto-grants-1998_10
Patent number
US05817813

Linked notes

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