Ethanol → HCID 13784090, compound

HRID 569982Notes

Reaction equation

HRID 569982 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:15]=[CH:16][C:17]3[C:23](=[O:24])[N:22]([CH2:25][CH3:26])[CH:21]=[C:20]([CH3:27])[C:18]=3[N:19]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)C.[H][H]>[Pd].C(O)(=O)C>[CH2:25]([N:22]1[CH:21]=[C:20]([CH3:27])[C:18]2[N:19]=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[N:15]=[CH:16][C:17]=2[C:23]1=[O:24])[CH3:26]

Participants

6

Reactant 3

HCID 702EthanolHCID 13710937HCID 13710937, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13784090HCID 13784090, compoundYield 88.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Added to 300 mg (0.83 mmol) of the 2-(4-benzylpiperazino)-6-ethyl-8-methylpyrido[4,3-d]pyrimidine-5(6H)-one obtained in Referential Example 11 were 6 ml of ethanol, 2 ml of acetic acid and 30 mg of 10% Pd-C. The resultant mixture was stirred at 45° C. for 3.5 hours in a hydrogen atmosphere. The Pd-C was removed from the reaction mixture, followed by concentration under reduced pressure. The concentrate was added with 20 ml of water, to which potassium carbonate was added until no foams were developed. The resultant mixture was extracted three times with 50 ml of chloroform. The chloroform layer was dried with sodium sulfate and then concentrated under reduced pressure, thereby obtaining 200 mg of 6-ethyl-8-methyl-2-piperazinopyrido[4,3-d]pyrimidine-5(6H)-one as colorless crystals (yield: 88%).

Workup

  1. customobtained in Referential Example 11
  2. customThe Pd-C was removed from the reaction mixture
  3. concentrationfollowed by concentration under reduced pressure
  4. additionThe concentrate was added with 20 ml of water, to which potassium carbonate
  5. additionwas added until no foams
  6. extractionThe resultant mixture was extracted three times with 50 ml of chloroform
  7. dry with materialThe chloroform layer was dried with sodium sulfate
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-658dc8998af046bd823f26778f855072
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

Loading…