HCID 18698023, compound → 1,1-Dimethylethyl 4-[[1-(6-methyl-4-pyrimidinyl)-4-piperidinyl]carbonyl]-1-piperazinecarboxylate

HRID 2289555Notes

Reaction equation

HRID 2289555 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[C:26]([CH3:28])[N:25]=[C:24](Cl)[N:23]=3)[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]([CH:16]2[CH2:17][CH2:18][N:19]([C:22]3[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24][N:23]=3)[CH2:20][CH2:21]2)=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 18698023HCID 18698023, compound

Product 1

HCID 186980291,1-Dimethylethyl 4-[[1-(6-methyl-4-pyrimidinyl)-4-piperidinyl]carbonyl]-1-piperazinecarboxylateYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-(tert-butoxycarbonyl)-4-[1-(2-chloro-6-methyl-pyrimidin-4-yl)-4-piperidylcarbonyl]piperazine (15.37 g) in ethanol (350 ml) was hydrogenated over 10% palladium on carbon for 18 hours. The reaction mixture was filtered through celite and solvent evaporated to give, as a solid 1-(tert-butoxycarbonyl)-4-[1-(6-methylpyrimidin-4-yl)-4-piperidylcarbonyl] piperazine (14.07 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite and solvent
  2. customevaporated

Sources & evidence

ORD record
ord-0de4d988c58746dd95b04883c6e5d5d6
Source dataset
uspto-grants-2000_07
Patent number
US06093718

Reaction notes

Loading…