N,N-Dimethylethylenediamine → HCID 18314529, compound

HRID 277336Notes

Reaction equation

HRID 277336 reaction equation
Cl[C:2]1[C:3]([CH:17]2[CH2:20][CH2:19][CH2:18]2)=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:9][N:10]=2)[N:7]=1.[CH3:21][N:22]([CH3:26])[CH2:23][CH2:24][NH2:25]>>[CH:17]1([C:3]2[C:2]([NH:25][CH2:24][CH2:23][N:22]([CH3:26])[CH3:21])=[N:7][N:6]3[C:8]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:9][N:10]=[C:5]3[CH:4]=2)[CH2:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 110005936-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine

Product 1

HCID 18314529HCID 18314529, compound

Procedure

6-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine (100 mg, 0.35 mmol) and N,N-dimethylethylenediamine were heated together in a sealed tube at 60° C. for 24 h. The mixture was cooled and the white precipitate was collected by filtration and washed with diethyl ether, then dried to give the title compound. 1H NMR (250 MHz, CDCl3) δ 1.94 (1H, m), 2.12-2.24 (3H, m), 2.29 (6H, s), 2.41-2.50 (2H, m), 2.59-2.64 (2H, m), 3.38-3.49 (3H, m), 5.51 (1H, vbs), 7.41-7.52 (3H, m), 7.62 (1H, m), 8.54-8.62 (2H, m); MS (ES+) m/e 337 [MH]+.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe white precipitate was collected by filtration
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-33f2fb1780054502820a5b5dbad0aa92
Source dataset
uspto-grants-2002_03
Patent number
US06355798B1

Reaction notes

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