HCID 18327906, compound → tert-Butyl 4-(pyrimidin-2-yl)piperidine-1-carboxylate

HRID 1250305Notes

Reaction equation

HRID 1250305 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)=[CH:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2[N:15]=[CH:16][CH:17]=[CH:18][N:19]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 18327906HCID 18327906, compound

Product 1

HCID 18328041tert-Butyl 4-(pyrimidin-2-yl)piperidine-1-carboxylateYield 33%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

490 mg of the compound of step 2 of Example 25 was dissolved in 10 ml of ethanol, 100 mg of 10% palladium carbon was added, then the resultant mixture was agitated under hydrogen gas for 2 days. The catalyst was filtered out, the ethanol was distilled off, and the residue was refined with silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the above-referenced compound in an amount of 160 mg (yield of 33%).

Workup

  1. filtrationThe catalyst was filtered out
  2. distillationthe ethanol was distilled off
  3. customto obtain the above-referenced compound in an amount of 160 mg (yield of 33%)

Sources & evidence

ORD record
ord-ec1a51ba799b4658a82cef9cc3e308e6
Source dataset
uspto-grants-2002_01
Patent number
US06337397B1

Reaction notes

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