2,3,4-trimethoxybenzyl chloride
1-t-Butoxycarbonylpiperazine
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 2,3,4-trimethoxybenzyl chloride; 1-t-Butoxycarbonylpiperazine With methanol; sodium hydroxide at 35 - 45℃; for 4h; Stage #2: With hydrogenchloride In water at 35 - 45℃; for 2h; | 92.1% |
4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 130℃; for 2.5h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaBH3CN, AcOH / 16 h / Ambient temperature 2: aq. KOH / ethanol / 2.5 h / 130 °C View Scheme |
chloroacetyl chloride
1-(2,3,4-trimethoxybenzyl)piperazine
1-(1-chloroacetyl)-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine
Conditions | Yield |
---|---|
In dichloromethane | 100% |
thiophene-2-carbaldehyde
trimethylsilyl cyanide
1-(2,3,4-trimethoxybenzyl)piperazine
2-(thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
Conditions | Yield |
---|---|
With indium In water at 20℃; Green chemistry; | 93% |
trimethylsilyl cyanide
2-formylbenzo[b]furan
1-(2,3,4-trimethoxybenzyl)piperazine
2-(benzofuran-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
Conditions | Yield |
---|---|
With indium In water at 20℃; Green chemistry; | 92% |
benzothiophene-2-carboxaldehyde
trimethylsilyl cyanide
1-(2,3,4-trimethoxybenzyl)piperazine
2-(benzo[b]thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
Conditions | Yield |
---|---|
With indium In water at 20℃; Green chemistry; | 91% |
1-(2,3,4-trimethoxybenzyl)piperazine
S 20251
Conditions | Yield |
---|---|
With triethylamine for 1h; Heating; | 90% |
1-(2,3,4-trimethoxybenzyl)piperazine
3-[(4-chlorobenzoyl)amino]propionic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 88% |
4,4'-difluorobenzhydryl chloride
1-(2,3,4-trimethoxybenzyl)piperazine
KB-2796 dihydrochloride
Conditions | Yield |
---|---|
Stage #1: 4,4'-difluorobenzhydryl chloride; 1-(2,3,4-trimethoxybenzyl)piperazine With triethylamine In methanol at 65 - 75℃; for 10h; Stage #2: With hydrogenchloride In ethanol at 45℃; for 2h; | 87.4% |
methyl 5-(2-bromoacetyl)-2-heptyloxybenzoate
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(heptyloxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 87.3% |
ethyl 6-(bromomethyl)-4-chloroquinoline-3-carboxylate
1-(2,3,4-trimethoxybenzyl)piperazine
C27H32ClN3O5
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile | 86.1% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 86% |
methyl 5-(2-bromoacetyl)-2-hexyloxybenzoate
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(hexyloxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 83.6% |
furfural
trimethylsilyl cyanide
1-(2,3,4-trimethoxybenzyl)piperazine
2-(furan-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
Conditions | Yield |
---|---|
With indium In water at 20℃; Green chemistry; | 83% |
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
With iodine; sodium acetate In acetonitrile at 70℃; | 82% |
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane for 0.0833333h; Microwave irradiation; | 80% |
4-[4-chloro-6-(quinolin-8-yloxy)-1,3,5-triazin-2-ylamino]-benzonitrile
1-(2,3,4-trimethoxybenzyl)piperazine
4-{4-[quinolin-8-yloxy]-6-[4-(2,3,4-trimethoxybenzyl)-piperazin-1-yl]-1,3,5-triazin-2-ylamino}-benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane at 80℃; for 0.0833333h; Microwave irradiation; | 80% |
methyl 5-(2-bromoacetyl)-2-butoxybenzoate
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(butoxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 79.2% |
4-[4-chloro-6-(quinolin-4-yloxy)-1,3,5-triazin-2-ylamino]-2-trifluoromethyl-benzonitrile
1-(2,3,4-trimethoxybenzyl)piperazine
4-(4-(quinolin-4-yloxy)-6-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)-1,3,5-triazin-2-ylamino)-2-trifluoromethyl-benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane Reflux; | 78% |
methyl 5-(2-bromoacetyl)-2-ethoxybenzoate
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(ethoxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 77.8% |
1-(2,3,4-trimethoxybenzyl)piperazine
7-hydroxy-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h; | 75% |
65% |
7-(4-chloro-6-phenylamino-1,3,5-triazin-2-yloxy)-4-methylchromen-2-one
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In 1,4-dioxane at 70 - 80℃; for 0.1h; Sealed tube; Microwave irradiation; | 75% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 75% |
5-bromoacetyl-2-methoxy-benzoic acid methyl ester
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(methoxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 74.5% |
2-chloro-N-(6-iodobenzo[d]thiazol-2-yl)acetamide
1-(2,3,4-trimethoxybenzyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 74% |
methyl 5-(2-bromoacetyl)-2-pentyloxybenzoate
1-(2,3,4-trimethoxybenzyl)piperazine
methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(pentyloxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 73.9% |
1-(2,3,4-trimethoxybenzyl)piperazine
7-hydroxy-1,4-benzodioxin-2-carboxylic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h; | 73% |
73% |
1-(2,3,4-trimethoxybenzyl)piperazine
N-(p-tolyl)-2-chloroacetamide
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 73% |
1-(2,3,4-trimethoxybenzyl)piperazine
4-phenyl-2,2,5,5-tetramethyl-3-[4-(2,3,4-trimethoxybenzyl)piperazin-1-ylmethyl]-2,5-dihydro-1H-pyrrol-1-yloxyl radical
Conditions | Yield |
---|---|
With potassium carbonate In chloroform for 3h; Heating; | 72% |
4-(4-(6-bromoquinolin-4-yloxy)-6-chloro-1,3,5-triazin-2-ylamino)-benzonitrile
1-(2,3,4-trimethoxybenzyl)piperazine
C33H31BrN8O4
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 72% |
N-chloroacetyl-aniline
1-(2,3,4-trimethoxybenzyl)piperazine
N-phenyl-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 72% |
Molecular Structure of Trimetazidine (CAS NO.5011-34-7):
IUPAC Name: 1-[(2,3,4-trimethoxyphenyl)methyl]piperazine
Empirical Formula: C14H22N2O3
Molecular Weight: 266.3361
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 34.17 Å2
Index of Refraction: 1.523
Molar Refractivity: 74.56 cm3
Molar Volume: 243.8 cm3
Surface Tension: 37.8 dyne/cm
Density: 1.092 g/cm3
Flash Point: 174 °C
Enthalpy of Vaporization: 61.02 kJ/mol
Boiling Point: 364 °C at 760 mmHg
Vapour Pressure: 1.73E-05 mmHg at 25°C
EINECS: 225-690-2
InChI
InChI=1/C14H22N2O3/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16/h4-5,15H,6-10H2,1-3H3
Smiles
c1(c(c(c(OC)cc1)OC)OC)CN1CCNCC1
Classification Code: Cardiovascular Agents; Vasodilator agents
Hazard Codes: Xi
HazardClass: Irritant
Trimetazidine , with CAS number of 5011-34-7, can be called 1-[(2,3,4-Trimethoxyphenyl)methyl]piperazine ; 1-(2,3,4-Trimethoxybenzyl)piperazine ; Piperazine, 1-((2,3,4-trimethoxyphenyl)methyl)- ; Vastarel ; Kyurinett .
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