1-Methylpiperazine → Ammonia

HRID 748502Notes

Reaction equation

HRID 748502 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([OH:7])=O.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[NH3:10].[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([N:15]1[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]1)=[O:7]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 2369852-Chloroisonicotinic acid

Product 2

HCID 222AmmoniaHCID 25219250(2-Chloropyridin-4-yl)(4-methylpiperazin-1-yl)methanone

Procedure

The title compound was prepared as described for Example 1 using 2-chloroisonicotinic acid and 1-methylpiperazine. The crude product was purified on a silica gel column using chloroform/methanolkconc. NH3(aq), (100:10:1), as the eluent to give the title compound as a colorless oil. Yield: 68%: 1H NMR (CDCl3, 400 MHz) δ 8.51 (d, J=5 Hz, 1 H), 7.57 (s, 1 H), 7.43 (dd, J=5, 1 Hz, 1 H), 3.66-3.58 (m, 2 H), 3.28-3.21 (m, 2 H), 2.41-2.34 (m, 2 H), 2.30-2.24 (m, 2 H), 2.20 (s, 3 H); MS (TSP) niz 240 (M++1).

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified on a silica gel column

Sources & evidence

ORD record
ord-e0263461de544532a31cfe7f6b5f05f1
Source dataset
uspto-grants-2008_07
Patent number
US07399780B2

Reaction notes

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