Diphenyl Ether → Ethyl 2-(4-acetyl-1-piperazinyl)-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylate

HRID 1658117Notes

Reaction equation

HRID 1658117 reaction equation
[C:1]1(OC2C=CC=CC=2)C=CC=C[CH:2]=1.[C:14]([N:17]1[CH2:22][CH2:21][N:20]([C:23]2[N:28]=[C:27]([NH:29][CH:30]=[C:31]([C:35]([O-:37])=[O:36])[C:32]([O-])=[O:33])[CH:26]=[CH:25][N:24]=2)[CH2:19][CH2:18]1)(=[O:16])[CH3:15]>CCCCCC>[C:14]([N:17]1[CH2:22][CH2:21][N:20]([C:23]2[N:24]=[CH:25][C:26]3[C:32](=[O:33])[C:31]([C:35]([O:37][CH2:1][CH3:2])=[O:36])=[CH:30][NH:29][C:27]=3[N:28]=2)[CH2:19][CH2:18]1)(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 21532582HCID 21532582, compound

Product 1

HCID 12917681Ethyl 2-(4-acetyl-1-piperazinyl)-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylate

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To 16 ml of diphenyl ether heated at 250° - 255°C was added with stirring 2.0 g of diethyl, N-[2-(4-acetyl-1-piperazinyl)-4-pyrimidinyl]-aminomethylenemalonate, gentle refluxing was continuted for 10 minutes, and then the mixture allowed to cool to room temperature. To the mixture was added 12 ml of n-hexane and the resulting precipitate was collected, washed with ethanol, and recrystallized from ethanol to yield 1.52 g of the product, m.p. 300° - 302°C with decomposition.

Workup

  1. additionwas added
  2. temperaturegentle refluxing
  3. customthe resulting precipitate was collected
  4. washwashed with ethanol
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-dfe2dd0d444243c78ca7e2dd4f6fb472
Source dataset
uspto-grants-1976_06
Patent number
US03962443

Reaction notes

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