Dimethylformamide → 4-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-2-isobutyl-6-phenyl-2H-pyridazin-3-one

HRID 1348712Notes

Reaction equation

[CH2:1]([N:5]1[C:10](=[O:11])[C:9](COS(C)(=O)=O)=[CH:8][C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:6]1)[CH:2]([CH3:4])[CH3:3].[N:24]1([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.[CH3:37]N(C)C=O>>[C:33]([O:32][C:30]([N:24]1[CH2:29][CH2:28][N:27]([C:9]2[C:10](=[O:11])[N:5]([CH2:1][CH:2]([CH3:3])[CH3:4])[N:6]=[C:7]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:8]=2[CH3:37])[CH2:26][CH2:25]1)=[O:31])([CH3:36])([CH3:35])[CH3:34]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 143452tert-Butyl piperazine-1-carboxylate

HCID 219915622-isobutyl-4-methanesulfonyloxymethyl-6-phenyl-2H-pyridazin-3-one

Product 1

HCID 672133864-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-2-isobutyl-6-phenyl-2H-pyridazin-3-oneYield 83.5%

Procedure

Following the procedure of Example 1(10), 2-isobutyl-4-methanesulfonyloxymethyl-6-phenyl-2H-pyridazin-3-one and tert-butyl 1-piperazinecarboxylate were reacted in N,N-dimethylformamide as a solvent to yield the title compound as a yellow oil (yield: 83.5%).

Sources & evidence

ORD record: ord-ea178a69fdb1412ab39bac3e91cd0051
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211577B2

Reaction notes

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