Ethanol → HCID 23339003, compound

HRID 1706743Notes

Reaction equation

HRID 1706743 reaction equation
S1C=[CH:4][CH:3]=[CH:2]1.C(O)C.[NH:9]1[CH2:14][CH2:13][CH:12]([NH:15][C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:11][CH2:10]1.[H][H]>[Pd].CO.CC(=O)C>[CH3:2][CH:3]([N:9]1[CH2:10][CH2:11][CH:12]([NH:15][C:16]2[N:17]=[CH:18][CH:19]=[CH:20][N:21]=2)[CH2:13][CH2:14]1)[CH3:4]

Participants

8

Reactant 4

HCID 702EthanolHCID 8030ThiopheneHCID 18374737N-(Piperidin-4-yl)pyrimidin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 23339003HCID 23339003, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

To 0.5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 4 parts of 2-propanone, 4.5 parts of N-(4-piperidinyl)-2-pyrimidinamine and 120 parts of methanol. The whole is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is dissolved in trichloromethane. The solution is washed successively with a diluted sodium hydroxide solution and with water, dried, filtered and evaporated, yielding 3 parts of N-[1-(1-methylethyl)-4-piperidinyl]-2-pyrimidinamine as a residue.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. dissolutionThe residue is dissolved in trichloromethane
  4. washThe solution is washed successively with a diluted sodium hydroxide solution and with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-8aebfa608efd4b0b93f726e182c65e12
Source dataset
uspto-grants-1980_06
Patent number
US04208418

Reaction notes

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