Methyl 2-formyl-3-oxopropanoate → HCID 86696494, compound

HRID 870786Notes

Reaction equation

HRID 870786 reaction equation
[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:11][NH2:12])[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[CH:13]([CH:15]([CH:20]=O)[C:16]([O:18][CH3:19])=[O:17])=O>CCO>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([N:11]3[CH:20]=[C:15]([C:16]([O:18][CH3:19])=[O:17])[CH:13]=[N:12]3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 12408222Methyl 2-formyl-3-oxopropanoateHCID 86696493HCID 86696493, compound

Product 1

HCID 86696494HCID 86696494, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 3-bromo-6-hydrazinylimidazo[1,2-b]pyridazine (866 mg, 3.8 mmol) and methyl 2-formyl-3-oxopropanoate (500 mg, 3.8 mmol) in EtOH (20 mL) was heated at 70° C. overnight. The mixture was concentrated and treated with MeOH. The titled compound (410 mg) was collected by filtration. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 3.94 (s, 3H) 7.84 (s, 1H) 8.01 (d, J=9.60 Hz, 1H) 8.11 (d, J=9.60 Hz, 1H) 8.19 (s, 1H) 9.09 (s, 1H).

Workup

  1. concentrationThe mixture was concentrated
  2. additiontreated with MeOH
  3. filtrationThe titled compound (410 mg) was collected by filtration

Sources & evidence

ORD record
ord-ff10759b08ae4ae8a39151e88dd4df52
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

Loading…