Potassium Carbonate → 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine

HRID 1524498Notes

Reaction equation

HRID 1524498 reaction equation
Br.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 866507946-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

Product 1

HCID 151078816-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amineYield 30.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.001; 1.1 g) was taken up with a large amount of water and alkalized with saturated potassium carbonate solution. The solid which precipitated out was filtered off with suction and dried (388 mg). Repeated extraction of the mother liquor with dichloromethane, drying of the combined organic phases over sodium sulfate, filtration and concentration afforded a further 228 mg of product in total.

Workup

  1. customThe solid which precipitated out
  2. filtrationwas filtered off with suction
  3. customdried (388 mg)
  4. extractionextraction of the mother liquor with dichloromethane
  5. dry with materialdrying of the combined organic phases over sodium sulfate, filtration and concentration

Sources & evidence

ORD record
ord-795e0a07df784a7ab446a2a1dea255c1
Source dataset
uspto-grants-2015_07
Patent number
US09079906B2

Reaction notes

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