1-[(1-Methylpiperidin-3-yl)methyl]piperazine → Ammonia

HRID 469097

Reaction equation

HRID 469097 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][C:19]([C:21]([O:23]C)=O)=[N:18][N:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:25])[CH:4]=1.[CH3:26][N:27]1[CH2:32][CH2:31][CH2:30][CH:29]([CH2:33][N:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)[CH2:28]1.C[Al](C)C>ClCCCl>[NH3:13].[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH3:14])[CH2:15][C:16]2[O:20][C:19]([C:21]([N:37]3[CH2:36][CH2:35][N:34]([CH2:33][CH:29]4[CH2:30][CH2:31][CH2:32][N:27]([CH3:26])[CH2:28]4)[CH2:39][CH2:38]3)=[O:23])=[N:18][N:17]=2)(=[O:11])=[O:12])=[C:5]([CH3:25])[CH:4]=1

Participants

6

Reactant 3

HCID 27369401-[(1-Methylpiperidin-3-yl)methyl]piperazineHCID 16682925TrimethylaluminumHCID 67217606Methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate

Product 2

HCID 222AmmoniaHCID 46176070HCID 46176070, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to general procedure AT using methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate (30 mg, 0.08 mmol), 1-[(1-methylpiperidin-3-yl)methyl]piperazine (31 mg, 0.16 mmol) and trimethylaluminium (2 M in toluene, 0.08 mL) in DCE (5 mL). The crude product was purified using FCC, eluting with 95:4.5:0.5 DCM:MeOH:NH3, to afford the title compound.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified
  3. washeluting with 95:4.5:0.5 DCM

Sources & evidence

ORD record
ord-5f575b8bf1424c28b0151939205d7d72
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Linked notes

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