1-[2-(Piperidin-4-yl)ethyl]piperidine → HCID 67341275, compound

HRID 1846611Notes

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([CH3:11])=[CH:4][N:3]=1.[NH:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:14][CH2:13]1>C(#N)C.[Pd]>[CH3:11][C:5]1[CH:6]=[C:7]([NH2:8])[C:2]([N:12]2[CH2:13][CH2:14][CH:15]([CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH2:16][CH2:17]2)=[N:3][CH:4]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a stirred solution of 0.086 g (0.50 mmol) of 2-chloro-5-methyl-3-nitro-pyridine in acetonitrile (5 mL) is added 0.098 g (0.50 mmol) of 1-(2-piperidin-4-yl-ethyl)-piperidine. The mixture is heated in a microwave reactor at 100° C. for 10 minutes then cooled to room temperature. To this solution is added 0.010 g (0.009 mmol) of 10% palladium on carbon. The mixture is placed under an atmosphere of hydrogen and stirred overnight at room temperature. The mixture is filtered and concentrated under reduced pressure to give 0.151 g (quant.) of 5′-methyl-4-(2-piperidin-1-yl-ethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylamine.

Workup

temperaturethen cooled to room temperature
filtrationThe mixture is filtered
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-0f7ce83872fb46cbaa8388dd45f7d555
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952004B2

Reaction notes

Loading…