Water → HCID 66936197, compound

HRID 657903Notes

Reaction equation

HRID 657903 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-e02fb43f6c054dc9b941fb0b0a643861
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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