Hydrazine hydrate (1:1) → HCID 33702447, compound

HRID 1786192Notes

Reaction equation

HRID 1786192 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1[C:7]([CH3:12])=[N:8][O:9][C:10]=1[CH3:11])C.O.[NH2:15][NH2:16]>C(O)CCC>[CH3:12][C:7]1[C:6]([CH2:5][C:4]([NH:15][NH2:16])=[O:3])=[C:10]([CH3:11])[O:9][N:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13792860HCID 13792860, compound

Product 1

HCID 33702447HCID 33702447, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described for example 112a, (3,5-dimethyl-isoxazol-4-yl)-acetic acid ethyl ester (Bacon, Edward R.; Daum, Sol J.; Singh, Baldev. 6-Substituted pyrazolo[3,4-d]pyrimidin-4-ones and compositions and methods of use as c-GMP phosphodiesterase inhibitors. PCT Int. Appl. (1996), WO 9628429 A1) in butanol was reacted with hydrazine hydrate (3.2 equivalents) and the resulting mixture was heated under reflux for 24 h. Evaporation of all volatiles and crystallization from n-butanol/toluene afforded the title compound as a white solid (yield: 87%). MS: m/e=170.2 [M+H]+.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 24 h
  3. customEvaporation of all volatiles and crystallization from n-butanol/toluene

Sources & evidence

ORD record
ord-3ba7cf02516c4ae1890a4787209f4f0a
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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