Potassium Carbonate → HCID 21477606, compound

HRID 1449717Notes

Reaction equation

HRID 1449717 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Cl[C:15]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][CH:18]=[CH:17][N:16]=1>C(#N)C.C(Cl)Cl>[N+:21]([C:20]1[C:15]([N:1]2[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=[CH:2]2)=[N:16][CH:17]=[CH:18][CH:19]=1)([O-:23])=[O:22]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 68163Hexahydro-1,4-diazepineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 21477606HCID 21477606, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 6344DichloromethaneSolvent

Procedure

Homopiperazine (15.58 g) is dissolved in 100 ml of acetonitrile. Potassium carbonate (8.7 g) is added and then the 2-chloro-3-nitropyridine (5.0 g) dissolved in 25 ml of acetonitrile is added dropwise. The reaction is stirred at 20°-25° 4 hr, then diluted with methylene chloride, washed with water (2 x), saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound, NMR (300 MHz, CDCl3) 8.30, 8.08, 6.66, 3.60, 3.41, 3.10, 2.89 and 1.93 δ.

Workup

  1. additionis added dropwise
  2. washwashed with water (2 x), saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-81e0aa744dc64a51b484827cce950ff7
Source dataset
uspto-grants-1997_02
Patent number
US05599930

Reaction notes

Loading…