Water → 2,6-Dihydro-4-(2-methylpropyl)-6-(1-naphthalenylmethyl)-1H-pyrrolo[3,4-d]pyridazin-1-one

HRID 1835135Notes

Reaction equation

HRID 1835135 reaction equation
[CH3:1][CH:2]([CH3:26])[CH2:3][C:4]([C:6]1[C:7]([C:22](OC)=[O:23])=[CH:8][N:9]([CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)[CH:10]=1)=O.O.[NH2:28][NH2:29].O>C(O)C>[CH3:1][CH:2]([CH3:26])[CH2:3][C:4]1[C:6]2[C:7](=[CH:8][N:9]([CH2:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[CH:15]=[CH:14][CH:13]=3)[CH:10]=2)[C:22](=[O:23])[NH:28][N:29]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 5282541Methyl 4-(3-methyl-1-oxobutyl)-1-(1-naphthalenylmethyl)-1H-pyrrole-3-carboxylate

Product 1

HCID 235032372,6-Dihydro-4-(2-methylpropyl)-6-(1-naphthalenylmethyl)-1H-pyrrolo[3,4-d]pyridazin-1-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-(3-methyl-1-oxobutyl)-1-(1-naphthalenylmethyl)-1H-pyrrole-3-carboxylate (0.35 g) prepared as described in Example 1c) above and hydrazine hydrate (0.2 ml) were stirred in ethanol (10 ml) for 2 days. The reaction mixture was poured into water to give a solid which was collected and recrystallised from ethyl acetate-cyclohexane to afford the sub-title pyrrole (0.22 g).

Workup

  1. customto give a solid which
  2. customwas collected
  3. customrecrystallised from ethyl acetate-cyclohexane

Sources & evidence

ORD record
ord-6d5b585046f3417981969747b2e8e24a
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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