tert-Butyl piperazine-1-carboxylate → 4-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-2-cinnamyl-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-one

HRID 7984Notes

Reaction equation

HRID 7984 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11](C2C(=O)N(CC(C)C)N=C(C3C=CC(C)=C(F)C=3)C=2C)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:34]([N:43]1[C:48](=[O:49])[C:47](COS(C)(=O)=O)=[CH:46][C:45]([C:56]2[CH:61]=[CH:60][C:59]([F:62])=[C:58]([CH3:63])[CH:57]=2)=[N:44]1)[CH:35]=[CH:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.N1(C(OC(C)(C)C)=O)CCNC[CH2:65]1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:47]2[C:48](=[O:49])[N:43]([CH2:34][CH:35]=[CH:36][C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[N:44]=[C:45]([C:56]3[CH:61]=[CH:60][C:59]([F:62])=[C:58]([CH3:63])[CH:57]=3)[C:46]=2[CH3:65])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 672140994-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-6-(3-fluoro-4-methylphenyl)-2-isobutyl-2H-pyridazin-3-oneHCID 738582982-cinnamyl-6-(4-fluoro-3-methylphenyl)-4-methanesulfonyloxy methyl-2H-pyridazin-3-one

Product 1

HCID 672132184-(4-tert-butoxycarbonyl-1-piperazinyl)-methyl-2-cinnamyl-6-(4-fluoro-3-methylphenyl)-2H-pyridazin-3-oneYield 86.7%

Procedure

Following the procedure of Example 1 (10), 2-cinnamyl-6-(4-fluoro-3-methylphenyl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one and tert-butyl 1-piperazinecarboxylate were reacted to yield the title compound as a yellow oil (yield: 86.7%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-5b6ac077267d492e850168ceef9333fb
Source dataset
uspto-grants-2006_08
Patent number
US07087606B2

Reaction notes

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