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

HRID 889306Notes

Reaction equation

HRID 889306 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-ef843123af2949c3a892d2f4d595be26
Source dataset
uspto-grants-2012_08
Patent number
US08252817B2

Reaction notes

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