Dichloromethane → HCID 135599845, compound

HRID 1990785Notes

Reaction equation

HRID 1990785 reaction equation
[CH3:1][NH2:2].CO.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([C:19]([C:22]([O:24]CC)=O)=[N:20][N:21]=3)[N:18]=2)=[CH:9][CH:8]=1.ClCCl.B(Br)(Br)Br>O.C(Cl)(Cl)Cl.CO>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([C:19]([C:22]([NH:2][CH3:1])=[O:24])=[N:20][N:21]=3)[N:18]=2)=[CH:11][CH:12]=1

Participants

8

Reactant 4

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 23153704HCID 23153704, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 135599845HCID 135599845, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

Methylamine/methanol solution (3 ml) was added to a methanol solution of 307 mg (0.97 mmol) of ethyl 6-(4-methoxyphenyl)[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylate, and stirred at room temperature for 14 hours. The reaction liquid was concentrated under reduced pressure, and 2 ml (2.00 mol) of a dichloromethane solution of 1 M boron tribromide was added to a chloroform solution (4 ml) of the resulting residue, and stirred overnight at room temperature. Water was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 65 mg of a crude product of 6-(4-hydroxyphenyl)-N-methyl[1,2,4]triazolo[4,3-b]pyridazine-3-carboxamide.

Workup

  1. customThe reaction liquid
  2. stirringstirred overnight at room temperature
  3. extractionextracted with chloroform
  4. washthe organic layer was washed with saturated saline water
  5. dry with materialThis was dried with anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-349aee284b504ac7bfd270b430c5123d
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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