Triethylamine → HCID 178447959, compound

HRID 1680976Notes

Reaction equation

HRID 1680976 reaction equation
Cl[C:2]1[C:7]([CH2:8][CH2:9][C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11]2)=[C:6](Cl)[N:5]=[C:4]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[C:22]([F:27])[CH:21]=2)[N:3]=1.C(N(CC)CC)C>C(O)C.[Pd]>[CH2:16]([C@H:13]1[CH2:12][CH2:11][C@H:10]([CH2:9][CH2:8][C:7]2[CH:6]=[N:5][C:4]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[C:22]([F:27])[CH:21]=3)=[N:3][CH:2]=2)[CH2:15][CH2:14]1)[CH2:17][CH3:18]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 178447955HCID 178447955, compound

Product 1

HCID 178447959HCID 178447959, compoundYield 67.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

This dichloropyrimidine compound (2.5 g) was then dissolved in ethyl alcohol (50 ml), followed by subjecting the solution to hydrogenation using 5% Pd/C (0.1 g) in the presence of triethylamine (1 ml), filtering off Pd/C catalyst after the absorption of hydrogen gas ceased, distilling off ethyl alcohol from the filtrate and recrystallizing a residue from ethyl acetate to obtain 5-[2'-(trans-4"-propylcyclohexyl)ethyl]-2-(3,4-difluorophenyl)pyrimidine (1.4 g).

Workup

  1. filtrationfiltering off Pd/C catalyst
  2. customafter the absorption of hydrogen gas
  3. distillationdistilling off ethyl alcohol from the filtrate
  4. customrecrystallizing a residue from ethyl acetate

Sources & evidence

ORD record
ord-1b27c41317504f9c8c95f9f931316be6
Source dataset
uspto-grants-1992_12
Patent number
US05167858

Reaction notes

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