2-Methylpiperazine → 6-(3-Methylpiperazin-1-yl)nicotinonitrile

HRID 874927Notes

Reaction equation

HRID 874927 reaction equation
[CH3:1][CH:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.Cl[C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][N:10]=1>>[CH3:1][CH:2]1[NH:3][CH2:4][CH2:5][N:6]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][N:10]=2)[CH2:7]1

Participants

3

Reactant 2

HCID 660572-MethylpiperazineHCID 51520946-Chloro-3-pyridinecarbonitrile

Product 1

HCID 624798016-(3-Methylpiperazin-1-yl)nicotinonitrileYield 45%

Procedure

This compound was synthesized from 2-methyl-piperazine and 6-chloronicotinonitrile as described for example 39 step 1 (90 mg, yield 45%). 1H NMR (400 MHz, CDCl3) δ 8.44 (d, J=2.0 Hz, 1H), 7.79 (dd, J=9.2 Hz, J=2.4 Hz, 1H), 6.89 (d, J=9.2 Hz, 1H), 4.24 (t, J=10.2 Hz, 2H), 2.94-2.87 (m, 1H), 2.86-2.77 (m, 1H), 2.63-2.55 (m, 2H), 2.45-2.41 (m, 1H), 0.99 (d, J=6.1 Hz, 3H)

Sources & evidence

ORD record
ord-90fae44664a344f8a26168c354f48fa4
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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