Water → HCID 66936197, compound

HRID 217686Notes

Reaction equation

HRID 217686 reaction equation
Cl[C:2]1[C:3]([CH3:18])=[C:4]([CH3:17])[C:5]2[N:6]([C:8]([NH:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[N:9][N:10]=2)[N:7]=1.[O-:19][CH2:20][CH3:21].[Na+].O>C(O)C>[CH2:20]([O:19][C:2]1[C:3]([CH3:18])=[C:4]([CH3:17])[C:5]2[N:6]([C:8]([NH:11][CH2:12][C:13]([F:16])([F:15])[F:14])=[N:9][N:10]=2)[N:7]=1)[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxide2×HCID 86650801HCID 86650801, compound

Product 1

HCID 66936197HCID 66936197, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

(6-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)(2,2,2-trifluoroethyl)amine (W2.150; 330 mg) was initially charged in ethanol (25 ml) and admixed with sodium ethoxide (90 mg). The reaction mixture was stirred at 50° C. for 4 h, then further sodium ethoxide (10 mg) was added and the mixture was stirred further at 50° C. for 3 h. After standing overnight, the mixture was admixed with water and dried. The residue was taken up in EA and washed three times with water. The EA phase was dried over sodium sulfate, filtered and concentrated. 340 mg of the title compound were obtained. LC-MS rt: 0.82 min [M+H]+: 290.2 (met. b)

Workup

  1. stirringthe mixture was stirred further at 50° C. for 3 h
  2. waitAfter standing overnight
  3. customdried
  4. washwashed three times with water
  5. dry with materialThe EA phase was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-de5a736d8be84533b3f3ba0eb8480bd0
Source dataset
uspto-grants-2012_06
Patent number
US08198272B2

Reaction notes

Loading…