Dichloromethane → 1-(3-(Methylamino)piperidin-1-yl)ethanone

HRID 28520Notes

Reaction equation

HRID 28520 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1.[C:9](Cl)([CH3:11])=[O:10].CCN(C(C)C)C(C)C.C(Cl)Cl>[Pd].CCO>[C:9]([N:5]1[CH2:6][CH2:7][CH2:8][CH:3]([NH:2][CH3:1])[CH2:4]1)(=[O:10])[CH3:11]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 15670691N-Methylpiperidin-3-amine

Product 1

HCID 580352331-(3-(Methylamino)piperidin-1-yl)ethanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Acetyl-3-(methylamino)piperidine was prepared from N3—Cbz protected 3-methylamino-piperidine: i) AcCl, i-Pr2NEt, CH2Cl2; ii) H2 (1 atm), 10% Pd/C, EtOH. 1H-NMR (CD3OD): δ (ppm) 4.0 (m, 1H), 3.6 (m, 1H), 3.4-3.2 (m, 2H), 3.0 (m, 1H), 2.6 (s, 3H), 2.1 (s, 3H), 1.8-1.6 (m, 4H).

Sources & evidence

ORD record
ord-9682a543237649afa896586ebc0ca1c6
Source dataset
uspto-grants-2008_09
Patent number
US07419989B2

Reaction notes

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