Ethanol → HCID 70527471, compound

HRID 224708Notes

Reaction equation

HRID 224708 reaction equation
C(OC([C:6]1[C:21](=[O:22])[N:20]([CH2:23][CH3:24])[C:9]2[N:10]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:12]=[CH:13][C:8]=2[C:7]=1Cl)=O)C.[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.[C:32]([O-:35])([O-])=[O:33].[Na+].[Na+].[CH2:38](O)[CH3:39]>>[CH2:38]([O:35][C:32]([C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH:10][C:9]2[N:20]([CH2:23][CH3:24])[C:21](=[O:22])[CH:6]=[C:7]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[C:8]=2[CH:13]=[N:12]1)=[O:33])[CH3:39]

Participants

5

Reactant 4

HCID 702EthanolHCID 8083MorpholineHCID 10340Sodium CarbonateHCID 12784117HCID 12784117, compound

Product 1

HCID 70527471HCID 70527471, compound

Procedure

Four grams (0.011 mole) of 5-chloro-7,8-dihydro-8-ethyl-7-oxo-2-phenyl-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (prepared by the method of Example 3, first paragraph), 0.97 g. (0.011 mole) of morpholine and 1.2 g. (0.011 mole) of Na2CO3 were combined in 125 ml. of ethanol and heated at reflux for 4 hours. After heating, the reaction mixture was filtered and the filtrate chilled in ice. An orange solid formed which was collected on a filter. Recrystallization from ethanol gave 3.9 g. of product--m.p. 195°-197° C.

Workup

  1. temperatureat reflux for 4 hours
  2. temperatureAfter heating
  3. filtrationthe reaction mixture was filtered
  4. temperaturethe filtrate chilled in ice
  5. customAn orange solid formed which
  6. customwas collected on a filter
  7. customRecrystallization from ethanol
  8. customgave 3.9 g

Sources & evidence

ORD record
ord-813e0d9fb959406c8ec36c8e00ed4787
Source dataset
uspto-grants-1980_11
Patent number
US04233446

Reaction notes

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