HCID 22155879, compound → HCID 22155889, compound

HRID 1074152Notes

Reaction equation

HRID 1074152 reaction equation
[ClH:1].[CH:2]1([C:8]2([C:14]([O:16][C:17]3[CH:18]=[N:19][C:20]([CH3:23])=[N:21][CH:22]=3)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>[Pd].C(O)C>[ClH:1].[CH:2]1([C:8]2([C:14]([O:16][CH:17]3[CH2:22][NH:21][C:20]([CH3:23])=[N:19][CH2:18]3)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 22155879HCID 22155879, compound

Product 1

HCID 22155889HCID 22155889, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-methylpyrimidin-5-yl 1-cyclohexylcyclohexane1-carboxylate hydrochloride and 10% palladium on carbon (0.12 g) in ethanol (10 ml) was hydrogenated at room pressure. After the hydrogen absorption had ceased, the catalyst was filtered off and the solvent was evaporated in vacuo. The residue was purified by column chromatography (methylene chloride/methanol/water 80:20:2) to give 0.43 g of 2-methyl-1,4,5,6-tetrahydropyrimidin 5-yl 1-cyclohexylcyclohexane-1-carboxylate hydrochloride. M.p. 212°-214° C.

Workup

  1. customAfter the hydrogen absorption
  2. filtrationthe catalyst was filtered off
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was purified by column chromatography (methylene chloride/methanol/water 80:20:2)

Sources & evidence

ORD record
ord-f871eaa266384c86a3fcc3276e159607
Source dataset
uspto-grants-1990_11
Patent number
US04973592

Reaction notes

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