Hydrazine hydrate (1:1) → HCID 70999609, compound

HRID 1878568Notes

Reaction equation

HRID 1878568 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[C:15]([CH3:17])[CH:16]=[C:4]2[N:3]=1.O.[NH2:19][NH2:20]>O1CCOCC1.O>[CH3:17][C:15]1[CH:16]=[C:4]2[N:3]=[C:2]([NH:19][NH2:20])[CH:7]=[C:6]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)[N:5]2[N:14]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86659725HCID 86659725, compound

Product 1

HCID 70999609HCID 70999609, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

There was dissolved, in 1,4-dioxane (3 mL), 5-chloro-2-methyl-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine (179 mg, 0.708 mM), then hydrazine monohydrate (343 μL, 7.08 mM) was added to the solution, and the mixture was stirred at 90° C. overnight. This reaction liquid was then diluted with water and the mixture was extracted with ethyl acetate. The resulting extracts were combined, dried over anhydrous sodium sulfate, the solvent was distilled off and the resulting solid was washed with diethyl ether to thus give the title compound (88.7 mg, yield: 51%).

Workup

  1. customThis reaction liquid
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. washthe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-2863beb97664450da291c713b975eb44
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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