Hydrazine → HCID 10381544, compound

HRID 2375416Notes

Reaction equation

HRID 2375416 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]([CH3:19])=[C:17]3[C:12]([C:13]([CH3:21])=[N:14][N:15]=[C:16]3[CH3:20])=[C:11]2[CH3:22])=[C:6]([CH:23]=[CH2:24])[CH:5]=1)[CH3:2].NN>C(O)C>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:11]([CH3:22])=[C:12]3[C:17]([C:16]([CH3:20])=[N:15][N:14]=[C:13]3[CH3:21])=[C:18]2[CH3:19])=[C:6]([CH2:23][CH3:24])[CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 10245525HCID 10245525, compound

Product 1

HCID 10381544HCID 10381544, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 6-(4-ethoxy-2-vinyl-phenyl)-1,4,5,7-tetramethyl-6H-pyrrolo[3,4-d]pyridazine (30 mg, 3.0 mmol) in 3 mL of ethanol was added anhydrous hydrazine (20 μL). The resulting reaction solution was refluxed at 90° C. for 90 min. It was allowed to warm to rt and directly condensed in vacuo to afford 6-(4-Ethoxy-2-ethyl-phenyl)-1,4,5,7-tetramethyl-6H-pyrrolo[3,4-d]pyridazine as a light yellow solid: 1H NMR (CDCl3, 500 MHz) δ 7.00 (m, 2H), 6.89 (m, 1H), 4.15 (q, 2H), 2.82 (s, 6H), 2.38 (s, 6H), 2.10 (q, 2H), 1.52 (t, 3H), 1.08 (t, 3H); MS (ESI) 324 (M+H)+.

Workup

  1. customThe resulting reaction solution
  2. temperatureto warm to rt
  3. customdirectly condensed in vacuo

Sources & evidence

ORD record
ord-301c052cdb674b8a8651556a6a198ebb
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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