Piperazine → 1-(5-methoxypyridin-2-yl)piperazine

Reaction equation

[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][N:9]=1>>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=1

Participants

Reactant 2

HCID 4837Piperazine

HCID 111481512-Bromo-5-methoxypyridine

Product 1

HCID 190324471-(5-methoxypyridin-2-yl)piperazineYield 25%

Procedure

This compound was synthesized from piperazine and 2-bromo-5-methoxypyridine as described for example 39 step 1 (130 mg, yield 25%) as pale yellow liquid. 1H NMR (300 MHz, DMSO-d6) δ 7.87-7.86 (d, J=2.9 Hz, 1H), 7.27-7.23 (dd, J=9.1 Hz, 3.2 Hz, 1H), 6.80-6.77 (d, J=9.2 Hz, 1H), 3.71 (s, 3H), 3.32-3.28 (m, 4H), 2.86-2.83 (m, 4H). MS (ESI) m/z: Calculated for C10H15N3O: 193.12. found: 193.9 (M+H)+

Sources & evidence

ORD record: ord-1fe220b0a08c42f4a8f543f2f11d6dcd
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08981084B2

Reaction notes

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