HCID 86749840, compound → HCID 54052694, compound

HRID 864804Notes

Reaction equation

HRID 864804 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][N:10]([CH:13]=[C:14]3[CH:24]=[CH:23][C:17]([CH:18]=[CH:19][C:20]([O-:22])=[O:21])=[CH:16][CH2:15]3)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1>FC(F)(F)C(O)=O>[N:1]1[CH:2]=[CH:3][C:4]([N:7]2[CH2:12][CH2:11][N:10]([CH:13]=[C:14]3[CH:15]=[CH:16][C:17]([CH:18]=[CH:19][C:20]([OH:22])=[O:21])=[CH:23][CH2:24]3)[CH2:9][CH2:8]2)=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 86749840HCID 86749840, compound

Product 1

HCID 54052694HCID 54052694, compoundYield 104.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tButyl 4-[[4-(4-pyridyl)piperazin-1-yl]methylene]cinnamate (200 mg) was stirred in trifluoroacetic acid (5 ml) for 2 hours. The solvent was removed by evaporation and the resulting oil was titriated with anhydrous ether to give the title compound (210 mg) as a white solid: NMR (d6DMSO) δ3.05-3.25(m,4H), 3.7-4.1(bm,4H), 4.25(s,2H), 6.6(d,1H), 7.25(d,2H), 7.5(d,2H), 7.6(d,1H), 7.75(d,2H), 8.35(d,2H); m/e 324(M+H)+ ; calculated for C19H21N3O2. 2CF3COOH.0.5H2O: C, 49.5; H, 4.25; N, 7.4. Found: C, 49.1; H, 4.2; N, 7.1.

Workup

  1. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-a01a060bcbab41788ded5a694c7d9f38
Source dataset
uspto-grants-1996_10
Patent number
US05563141

Reaction notes

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