Hydrazine → 1,4,5,7-Tetramethyl-6-(4-trifluoromethoxy-phenyl)-6H-pyrrolo[3,4-d]pyridazine

HRID 2375386Notes

Reaction equation

HRID 2375386 reaction equation
[C:1]([CH:4]([C:12](=O)[CH3:13])[CH:5]([C:9](=O)[CH3:10])[C:6](=O)[CH3:7])(=O)[CH3:2].C[C:16]1[CH:22]=[C:21]([O:23][C:24]([F:27])([F:26])[F:25])[CH:20]=[CH:19][C:17]=1[NH2:18].[NH2:28][NH2:29]>>[CH3:2][C:1]1[C:4]2=[C:12]([CH3:13])[N:18]([C:17]3[CH:19]=[CH:20][C:21]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:22][CH:16]=3)[C:9]([CH3:10])=[C:5]2[C:6]([CH3:7])=[N:29][N:28]=1

Participants

4

Reactant 3

HCID 9321HydrazineHCID 787303,4-Diacetyl-2,5-hexanedioneHCID 27755462-Methyl-4-(trifluoromethoxy)aniline

Product 1

HCID 102463271,4,5,7-Tetramethyl-6-(4-trifluoromethoxy-phenyl)-6H-pyrrolo[3,4-d]pyridazine

Procedure

Utilizing the general procedure outlined in Example 48, 1,1,2,2-tetraacetylethane (200 mg, 1.0 mol), 2-methyl-4-(trifluoromethoxy) aniline (191 mg, 1.0 mmol) and hydrazine (50 μL) reacted to give 1,4,5,7-Tetramethyl-6-(4-trifluoromethoxy-phenyl)-6H-pyrrolo[3,4-d]pyridazine as light yellow solid: 1H NMR (CDCl3, 500 MHz) δ 8.27 (s, 1H), 8.11 (s, 1H), 4.50 (q, 1H), 2.80 (s, 6H), 2.48 (s, 6H), 1.50 (t, 3H); MS (ESI) 298 (M+H)+; MS (ESI) 350 (M+H)+.

Workup

  1. customreacted

Sources & evidence

ORD record
ord-c575eb0ba7164e2cbf323d11420bec01
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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