Formaldehyde → HCID 117675755, compound

HRID 1526244Notes

Reaction equation

HRID 1526244 reaction equation
[CH3:1][O:2][CH2:3][C@@H:4]1[NH:9][CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:5]1.[CH2:17]=O>[Pd].CO>[CH3:1][O:2][CH2:3][C@@H:4]1[N:9]([CH3:17])[CH2:8][CH2:7][N:6]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:5]1

Participants

5

Reactant 2

HCID 712FormaldehydeHCID 66577080(R)-tert-Butyl 3-(methoxymethyl)piperazine-1-carboxylate

Product 1

HCID 117675755HCID 117675755, compoundYield 105.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a mixture of tert-butyl (3R)-3-(methoxymethyl)piperazine-1-carboxylate (206 mg), methanol (3.09 mL), and a 36% aqueous formaldehyde solution (187 mg) was added 10% palladium-supported carbon (50% wet product) (76 mg), followed by stirring at room temperature for 4 hours under a hydrogen gas atmosphere (1 atm). The reactant was filtered through celite and then the solvent was evaporated under reduced pressure to obtain tert-butyl (3R)-3-(methoxymethyl)-4-methylpiperazine-1-carboxylate (231 mg) as an oily material.

Workup

  1. filtrationThe reactant was filtered through celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-912fbdb694d347b585251fb41535f48f
Source dataset
uspto-grants-2015_07
Patent number
US09085540B2

Reaction notes

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