Hydrochloric Acid → HCID 12850756, compound

HRID 867180Notes

Reaction equation

HRID 867180 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:11]=[CH:12][C:13]3[C:19](=[O:20])[C:18]([C:21]([O:23]CC)=[O:22])=[CH:17][NH:16][C:14]=3[N:15]=2)[CH2:6][CH2:5]1)(=O)C.Cl>O.C(O)C>[N:7]1([C:10]2[N:11]=[CH:12][C:13]3[C:19](=[O:20])[C:18]([C:21]([OH:23])=[O:22])=[CH:17][NH:16][C:14]=3[N:15]=2)[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12917681Ethyl 2-(4-acetyl-1-piperazinyl)-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylate

Product 1

HCID 12850756HCID 12850756, compoundYield 78.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of ethyl 5,8-dihydro-2-(4-acetyl-1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylate (1000 g) and concentrated hydrochloric acid (800 ml) in a mixture of water (1200 ml) and ethanol (1000 ml) was refluxed for 8 hours and allowed to stand overnight. The crystals precipitated were collected, washed with ethanol, and dissolved by heating in an aqueous solution (10 liters) of sodium hydroxide (250 g). The solution was filtered, adjusted to pH 7-8 with acetic acid, and allowed to stand overnight while ice-cooling. The crystalline precipitate was collected, washed with water, and dried at 110° C. to give 5,8-dihydro-2-(1-piperazinyl)-5-oxopyrido[2,3-d] pyrimidine-6-carboxylic acid (625 g). m.p. 299-305° C. (decomp.).

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe crystals precipitated
  3. customwere collected
  4. washwashed with ethanol
  5. dissolutiondissolved
  6. temperatureby heating in an aqueous solution (10 liters) of sodium hydroxide (250 g)
  7. filtrationThe solution was filtered
  8. waitto stand overnight while ice-
  9. temperaturecooling
  10. customThe crystalline precipitate was collected
  11. washwashed with water
  12. customdried at 110° C.

Sources & evidence

ORD record
ord-02ddb01f50c644cb98ff7a9a195f38f3
Source dataset
uspto-grants-1978_07
Patent number
US04103011

Reaction notes

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