HCID 22760702, compound → HCID 22760700, compound

HRID 1703793Notes

Reaction equation

HRID 1703793 reaction equation
C([NH:4][C:5]1[CH:33]=[CH:32][C:8]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[N:17]=[CH:18][C:19]4[C:25](=[O:26])[C:24]([C:27]([OH:29])=[O:28])=[CH:23][N:22]([CH2:30][CH3:31])[C:20]=4[N:21]=3)[CH2:12][CH2:11]2)=[CH:7][CH:6]=1)(=O)C>Cl.C(O)(=O)C>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[N:17]=[CH:18][C:19]4[C:25](=[O:26])[C:24]([C:27]([OH:29])=[O:28])=[CH:23][N:22]([CH2:30][CH3:31])[C:20]=4[N:21]=3)[CH2:12][CH2:11]2)=[CH:32][CH:33]=1

Participants

4

Reactant 1

HCID 22760702HCID 22760702, compound

Product 1

HCID 22760700HCID 22760700, compoundYield 77.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 32.0 g of 2-[4-(p-acetamidobenzyl)-1-piperazinyl]-8-ethyl-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid in a mixture of 580 ml of 13% hydrochloric acid and 140 ml of 50% acetic acid was heated at 90° C. for 70 minutes with stirring and concentrated to dryness under reduced pressure. The residue was dissolved in 200 ml of water, the solution made alkaline with 20 ml of a 50% sodium hydroxide solution, and adjusted to pH 7.5 with acetic acid. The crystalline precipitate was collected and recrystallized from ethanol to give the product (22.6 g), m.p. 198°-201° C.

Workup

  1. concentrationconcentrated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in 200 ml of water
  3. customThe crystalline precipitate was collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-950536ca54524180869b9b3dbef6972a
Source dataset
uspto-grants-1978_11
Patent number
US04125615

Reaction notes

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