1-Methyl-4-(piperidin-4-yl)piperazine → HCID 67479191, compound

HRID 472318Notes

Reaction equation

HRID 472318 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][CH:7]=1.[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:3]=[C:4]([N:21]2[CH2:20][CH2:19][CH:18]([N:15]3[CH2:14][CH2:13][N:12]([CH3:11])[CH2:17][CH2:16]3)[CH2:23][CH2:22]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7957071-Methyl-4-(piperidin-4-yl)piperazineHCID 2734318(3-Bromophenyl)boronic acid

Product 1

HCID 67479191HCID 67479191, compound

Procedure

1-[1-(3-Bromo-phenyl)-piperidin-4-yl]-4-methyl-piperazine was prepared from 3-bromophenylboronic acid (0.50 g, 2.5 mmol) and 1-methyl-4-piperidin-4-yl-piperazine (0.23 g, 1.2 mmol) in a manner analogous to Step 49a. The reaction product was isolated as a brown viscous oil (0.069 mg, 16%). 1H NMR (400 MHz, CDCl3, δ, ppm): 7.08 (t, J=8.0 Hz, 1H), 7.03 (s, 1H), 6.91 (d, J=8.0 Hz, 1H), 6.82 (d, J=8.0 Hz, 1H), 3.72 (d, J=11.7 Hz, 2H), 2.78-2.33 (m, 11H), 2.30 (s, 3H), 1.93 (d, J=12.9 Hz, 2H), 1.69-1.57 (m, 2H). MS=338, 340 (MH)+.

Sources & evidence

ORD record
ord-5a801084e19142699ab19b51b7fa9190
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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