Triethylamine → HCID 14638282, compound

HRID 1253190Notes

Reaction equation

HRID 1253190 reaction equation
Cl[CH:2]([OH:18])[CH:3]([OH:17])[CH2:4][N:5]1[C:10](=[O:11])[CH2:9][O:8][C:7]2[CH:12]=[N:13][C:14]([CH3:16])=[N:15][C:6]1=2.C(N(CC)CC)C>[Pd].C(O)C>[OH:17][CH:3]([CH2:2][OH:18])[CH2:4][N:5]1[C:10](=[O:11])[CH2:9][O:8][C:7]2[CH:12]=[N:13][C:14]([CH3:16])=[N:15][C:6]1=2

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 86742195HCID 86742195, compound

Product 1

HCID 14638282HCID 14638282, compoundYield 19%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The solution of 2 g of γchloro-8-(2,3-dihydroxypropyl)-2-methyl-6,7-dihydro-8H-pyrimido[5,4-b][1,4]oxazin-7-one and 0.739 g of triethylamine in 50 ml of abs. ethanol is hydrogenated in the presence of 0.20 g of 5% palladium-on-charcoal catalyst at room temperature and atmospheric pressure. Then the catalyst is filtered out, the filtrate is evaporated, the residue is taken up in water and extracted with chloroform. The organic phase is dried and evaporated. The residue is triturated with petroleum ether and dried to give 0.33 g (19%) of the product, m.p.: 70°-72° C.

Workup

  1. filtrationThen the catalyst is filtered out
  2. customthe filtrate is evaporated
  3. extractionextracted with chloroform
  4. customThe organic phase is dried
  5. customevaporated
  6. customThe residue is triturated with petroleum ether
  7. customdried

Sources & evidence

ORD record
ord-6e591c31863c49bfaaaa76337284f279
Source dataset
uspto-grants-1988_05
Patent number
US04748175

Reaction notes

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