Hydrazine hydrate (1:1) → 7-(pyridin-4-yl)thieno[3,2-d]pyridazin-4(5H)-one

HRID 920902Notes

Reaction equation

HRID 920902 reaction equation
[C:1]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([O:16]CC)=O)(=O)[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[NH2:19][NH2:20].O>CCO>[N:5]1[CH:6]=[CH:7][C:2]([C:1]2[C:9]3[S:10][CH:11]=[CH:12][C:13]=3[C:14](=[O:16])[NH:19][N:20]=2)=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86683117Ethyl 2-isonicotinoylthiophene-3-carboxylate

Product 1

HCID 866831187-(pyridin-4-yl)thieno[3,2-d]pyridazin-4(5H)-oneYield 85.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of ethyl 2-isonicotinoylthiophene-3-carboxylate (200 mg, 0.77 mmol) from example 2.2 in NH2NH2.H2O (2 mL) and EtOH (10 mL) was stirred at room temperature for 30 min. The mixture was filtered and the solid dried to obtain the title compound (150 mg, 85.1% yield).

Workup

  1. filtrationThe mixture was filtered
  2. customthe solid dried

Sources & evidence

ORD record
ord-1486e61f12834859b396a2cbe561b3cc
Source dataset
uspto-grants-2016_03
Patent number
US09273068B2

Reaction notes

Loading…