Hydrochloric Acid → HCID 69059439, compound

HRID 1727204Notes

Reaction equation

HRID 1727204 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[C:5]2[CH2:11][CH2:10][N:9](CC3C=CC=CC=3)[CH2:8][C:6]=2[N:7]=1.Cl>C(O)C.[Pd]>[CH3:1][C:2]1[N:3]=[C:4]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[C:5]2[CH2:11][CH2:10][NH:9][CH2:8][C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69055011HCID 69055011, compound

Product 1

HCID 69059439HCID 69059439, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-methyl-7-(phenylmethyl)-4-piperidin-1-yl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (Preparation 88, 12 g) in ethanol (200 ml) was adjusted to pH 2 with concentrated hydrochloric acid, palladium (5% on carbon) was added and the reaction mixture was hydrogenated at 60 psi. The reaction mixture was filtered, and the filtrate concentrated in vacuo. Chloroform and sodium hydroxide (2 M solution) were added and the organic extracts were dried, and concentrated in vacuo. The crude residue was dissolved in petroleum ether (30-40) and cooled in ice, the title compound was collected as a solid.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated in vacuo
  4. additionChloroform and sodium hydroxide (2 M solution) were added
  5. customthe organic extracts were dried
  6. concentrationconcentrated in vacuo
  7. dissolutionThe crude residue was dissolved in petroleum ether (30-40)
  8. temperaturecooled in ice
  9. customthe title compound was collected as a solid

Sources & evidence

ORD record
ord-01f6ada0fd304c4bb774e4fbc1cd78e8
Source dataset
uspto-grants-2009_02
Patent number
US07494992B2

Reaction notes

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