Potassium Carbonate → Methyl 5-(4-{[1-(1-methylethyl)-4-piperidinyl]methyl}-1-piperidinyl)-2-pyrazinecarboxylate

HRID 1869634Notes

Reaction equation

[CH3:1][CH:2]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH2:6][CH2:5]1)[CH3:3].Cl[C:18]1[N:19]=[CH:20][C:21]([C:24]([O:26][CH3:27])=[O:25])=[N:22][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:3][CH:2]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH:11]2[CH2:12][CH2:13][N:14]([C:18]3[N:19]=[CH:20][C:21]([C:24]([O:26][CH3:27])=[O:25])=[N:22][CH:23]=3)[CH2:15][CH2:16]2)[CH2:6][CH2:5]1)[CH3:1]

Participants

Conditions

Temperature: 120 °C

Procedure

1-(1-Methylethyl)-4-(4-piperidinylmethyl)piperidine (may be prepared as described in Description 4) (0.50 g), methyl 5-chloro-2-pyrazinecarboxylate (0.575 g) and potassium carbonate (0.615 g) were dissolved in acetonitrile (5 ml) and heated at 120° C. for 5 min in the microwave reactor. The crude mixture was passed through an SCX column (10 g, eluting with methanol [80 ml] then 2 N NH3 in methanol [80 ml]). The basic fractions were evaporated to give the title compound (E2) as a yellow crystalline solid (0.825 g). MS electrospray (+ion) 361 (MH+)

Workup

washeluting with methanol [80 ml]
customThe basic fractions were evaporated

Sources & evidence

ORD record: ord-b5f46eb8705643519a68265867a6d805
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07638631B2

Reaction notes

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