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

HRID 982763

Reaction equation

[CH2:1]([N:5]1[C:10](=[O:11])[C:9](OS(C)(=O)=O)=[CH:8][C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:6]1)[CH:2]([CH3:4])[CH3:3].[N:23]1([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.[CH3:36]N(C)C=O>>[C:32]([O:31][C:29]([N:23]1[CH2:28][CH2:27][N:26]([C:9]2[C:10](=[O:11])[N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[N:6]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:8]=2[CH3:36])[CH2:25][CH2:24]1)=[O:30])([CH3:35])([CH3:34])[CH3:33]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 143452tert-Butyl piperazine-1-carboxylate

HCID 219915542-isobutyl-4-methanesulfonyloxy-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-methanesulfonyloxy-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-2dc79b14ee2f40118cda476819e33411
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06861428B2

Linked notes

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