5-Bromopyridine-2-carbonitrile → 5-{4-[(1-Cyclobutyl-4-piperidinyl)methyl]-1-piperidinyl}-2-pyridinecarbonitrile

HRID 1869641Notes

Reaction equation

HRID 1869641 reaction equation
[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([CH2:11][CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.Br[C:19]1[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[N:23][CH:24]=1>>[CH:1]1([N:5]2[CH2:6][CH2:7][CH:8]([CH2:11][CH:12]3[CH2:17][CH2:16][N:15]([C:19]4[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[N:23][CH:24]=4)[CH2:14][CH2:13]3)[CH2:9][CH2:10]2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8171545-Bromopyridine-2-carbonitrileHCID 688867961-Cyclobutyl-4-(4-piperidinylmethyl)piperidine

Product 1

HCID 116529915-{4-[(1-Cyclobutyl-4-piperidinyl)methyl]-1-piperidinyl}-2-pyridinecarbonitrile

Procedure

Example 22 was prepared using an analogous process to that described in Example 21 from 1-cyclobutyl-4-(4-piperidinylmethyl)piperidine (may be prepared as described in Description 6) and 5-bromo-2-pyridinecarbonitrile. The compound displayed 1H-NMR and mass spectral data that were consistent with structure. MS electrospray (+ion) 339 (MH+).

Workup

  1. customExample 22 was prepared

Sources & evidence

ORD record
ord-9914c27c72464cc7bd3229877d0b22e7
Source dataset
uspto-grants-2009_12
Patent number
US07638631B2

Reaction notes

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