Hydrochloric Acid → 2-Pyridin-2-yl-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one

HRID 1526086Notes

Reaction equation

HRID 1526086 reaction equation
C([O:3][C:4](=O)[CH:5]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH:6]=[N:7][NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)C.C([O-])C.[Na+].Cl>C(O)C>[N:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[N:8]1[C:4](=[O:3])[C:5]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:6][NH:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2723922Sodium ethoxideHCID 687052862-Pyridin-3-yl-3-(pyridin-2-ylhydrazono)propionic acid ethyl ester

Product 1

HCID 591869472-Pyridin-2-yl-4-pyridin-3-yl-1,2-dihydro-3H-pyrazol-3-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.95 g (13.9 mmol) of the compound from Example 3A are initially introduced into 80 ml ethanol under argon and 945 mg (13.9 mmol) sodium ethanolate are added in portions at RT. After stirring for 30 min, 13.9 ml 1 M hydrochloric acid are added dropwise. The precipitate which has separated out is filtered off with suction, washed with cold ethanol (20 ml) and with water (twice with 20 ml each time) and dried in vacuo. 2.80 g (85% of th.) of the title compound are obtained.

Workup

  1. customThe precipitate which has separated out
  2. filtrationis filtered off with suction
  3. washwashed with cold ethanol (20 ml) and with water (twice with 20 ml each time) and
  4. customdried in vacuo

Sources & evidence

ORD record
ord-b697a569b0fa48d5ae2cc6492d83a688
Source dataset
uspto-grants-2015_07
Patent number
US09085572B2

Reaction notes

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