HCID 58650613, compound → HCID 58650608, compound
Reaction equation
[CH3:1][C@@H:2]1[N:7](CC2C=CC=CC=2)[CH2:6][C@@H:5]([CH2:15][N:16]([CH3:18])[CH3:17])[O:4][CH2:3]1>CCO.[Pd]>[CH3:1][C@@H:2]1[NH:7][CH2:6][C@@H:5]([CH2:15][N:16]([CH3:17])[CH3:18])[O:4][CH2:3]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 130 °C
Procedure
{[(5S,2R)-5-methyl-4-benzylmorpholin-2-yl]methyl}dimethylamine (1 equivalent), was dissolved in EtOH and the solution was transferred to a stainless steel high pressure vessel equipped with a pressure gauge. 10% Pd/C was added (10 wt. %), and the vessel charged with H2. The reaction mixture was stirred at 130° C. and 200 psi of H2 overnight. The reaction mixture was cooled to room temperature, filtered over a pad of Celite, and then evaporated. The desired amine was obtained in quantitative yield as a pale yellow oil. GC/MS: 128 (10%, M+−2×CH3), 58 (100%, NHCH2CHO), Rt=8.16 minutes.
Workup
- customthe solution was transferred to a stainless steel high pressure vessel
- customequipped with a pressure gauge
- additionthe vessel charged with H2
- custom200 psi of H2 overnight
- temperatureThe reaction mixture was cooled to room temperature
- filtrationfiltered over a pad of Celite
- customevaporated
Sources & evidence
- ORD record
- ord-a23367ba38b3409ca0fbf181a92016c3
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07064215B2
Reaction notes
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