Methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate supplier

Name
METHYL 4-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZOATE
EINECS
CAS No. 314268-40-1
Article Data33
CAS DataBase
Density 1.104 g/cm³
Solubility
Melting Point 148-150 °C
Formula C₁₄H₂₀N₂O₂
Boiling Point 351.9 °C at 760 mmHg
Molecular Weight 248.325
Flash Point 166.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols C
Synonyms 4-[(4-Methyl-1-piperazinyl)methyl]benzoicacid methyl ester;4-[(4-Methylpiperazino)methyl]benzoic acid methyl ester;Methyl4-[(4-methylpiperazino)methyl]benzoate;
PSA 32.78000
LogP 1.09640

Synthetic route

: 109-01-3
1-methyl-piperazine

: 1571-08-0
methyl 4-formylbenzoate

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With sodium tetrahydroborate; acetic acid In chloroform at 0 - 20℃; for 13h;	99%
With sodium tetrahydroborate; acetic acid In chloroform at 0 - 20℃;	98%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 1.5h;	98%

: 109-01-3
1-methyl-piperazine

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 100℃; Cooling with ice; Microwave irradiation;	97%
With potassium carbonate In acetonitrile at 20℃; for 7h;	93%
With triethylamine In dichloromethane at 20℃;	93%

: 67-56-1
methanol

: 106261-48-7
4-(4-methylpiperazin-1-ylmethyl)benzoic acid

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 48h; Heating;	85%

: 1015484-22-6
1-methyl-4-((trifluoro-λ4-boranyl)methyl)piperazine potassium

: 619-42-1
4-methoxycarbonylphenyl bromide

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With C52H67ClFeNPPd; caesium carbonate In tetrahydrofuran; water at 80℃; for 12h; Suzuki-Miyaura cross-coupling;	83%

: 109-01-3
1-methyl-piperazine

: 1571-08-0
methyl 4-formylbenzoate

A: 7556-55-0
1-formyl-4-methylpiperidine

B: 6908-41-4
4-(methoxycarbonyl)benzyl alcohol

C: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 1-methyl-piperazine With formic acid for 0.25h; cooling; Stage #2: methyl 4-formylbenzoate at 180 - 200℃; for 8h; Leuckart-Wallach reaction; Further stages.;	A n/a B n/a C 70%

...Expand

: 106261-48-7
4-(4-methylpiperazin-1-ylmethyl)benzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
In methanol; diethyl ether; toluene at 20℃; for 21.1667h;	44.2%

: 109-01-3
1-methyl-piperazine

: 34040-64-7
p-methyloxycarbonylbenzyl chloride

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With sodium iodide In acetone at 60℃; for 10.5h;

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 106261-48-7
4-(4-methylpiperazin-1-ylmethyl)benzoic acid

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran for 4h; Reflux;	100%
With water; lithium hydroxide In tetrahydrofuran for 4h; Reflux;	100%

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 4-((4-methylpiperazin-1-yl)methyl)benzoic acid dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 3h;	98%
With hydrogenchloride In water Reflux;	96%
With hydrogenchloride; water for 10h; Reflux;	286 mg

: 41131-23-1
6-methyl-N-phenylbenzene-1,3-diamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-methyl-3-(phenylamino)phenyl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
With [m-(1,4-diazabicyclo[2.2.2]octanekN1:kN4)]hexamethyldialuminum In toluene for 1h; Schlenk technique; Reflux;	98%

: 571187-03-6
N,N-(4-methyl-3-aminophenyl)[4-(pyridin-3-yl)-pyrimidin-2-yl]amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 152459-95-5
imatinib

Conditions

Conditions	Yield
With sodium methylate In tetrahydrofuran; methanol Product distribution / selectivity; Reflux;	91%

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 152459-95-5
imatinib

Conditions

Conditions	Yield
With sodium methylate In tetrahydrofuran at 70℃;	91%
With trimethylaluminum In toluene at 40℃; for 0.5h; Inert atmosphere;

: 34801-14-4
4-(5-bromo-2-thienyl)-1,3-thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(5-bromothiophen-2-yl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(5-bromothiophen-2-yl)thiazol-2-amine With trimethylaluminum In n-heptane; toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In n-heptane; toluene Reflux;	91%

: 2103-94-8
4-(4-bromophenyl)-1,3-thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(3-bromophenyl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(4-bromophenyl)-1,3-thiazol-2-amine With trimethylaluminum In n-heptane; toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In n-heptane; toluene Reflux;	86%

: 660837-08-1
N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 790299-79-5
masitinib

Conditions

Conditions	Yield
Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In hexane; dichloromethane at 5 - 15℃; for 2h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In hexane; dichloromethane at 20℃; for 21.1667h; Heating / reflux; Stage #3: With sodium hydroxide; water In hexane; dichloromethane at 20℃; for 3h; Product distribution / selectivity;	78%
Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In dichloromethane; toluene at 0 - 20℃; for 0.5h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In dichloromethane; toluene for 5h; Heating / reflux;	72%
Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In dichloromethane; toluene at 0 - 20℃; for 0.5h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In dichloromethane; toluene for 5h; Heating / reflux;	72%

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 622381-65-1
(4-((4-methylpiperazin-1-yl)methyl)phenyl)methanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Cooling with ice;	77%
Stage #1: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Stage #2: With sodium hydroxide; water In tetrahydrofuran	73%
With lithium aluminium tetrahydride In tetrahydrofuran Reduction;
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;

: 62-53-3
aniline

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 4-(4-methylpiperazinomethyl) N-phenylbenzamide

Conditions

Conditions	Yield
With sodium methylate In toluene for 6h; Heating;	75%

: 95-80-7
4-methylbenzene-1,3-diamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(3-amino-4-methylphenyl)-4-((4-methyl-1-piperazinyl)methyl)benzamide

Conditions

Conditions	Yield
With aluminum (III) chloride In toluene; acetonitrile at 40℃; for 8.5h; Inert atmosphere;	75%

: 108-91-8
cyclohexylamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 4-(4-methylpiperazinomethyl) N-cyclohexylbenzamide

Conditions

Conditions	Yield
With sodium ethanolate In toluene for 6h; Heating;	70%

: 7745-91-7
3-bromo-4-methylaniline

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 581076-59-7
N-(3-bromo-4-methylphenyl)-4-((4-methylpiperazin-1-yl)-methyl)benzamide

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;	65%
With trimethylaluminum In toluene at 40℃; for 1h; Inert atmosphere;	4.69 g

: 4-(4-bromo-3-chlorophenyl)thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(4-bromo-3-chlorophenyl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(4-bromo-3-chlorophenyl)thiazol-2-amine With trimethylaluminum In n-heptane; toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In n-heptane; toluene Reflux;	64%

: 4-(3-bromo-4-methylphenyl)thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(3-bromo-4-methylphenyl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(3-bromo-4-methylphenyl)thiazol-2-amine With trimethylaluminum In n-heptane; toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In n-heptane; toluene Reflux;	60%

: 4-(4-bromo-3-methylphenyl)thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(4-bromo-3-methylphenyl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(4-bromo-3-methylphenyl)thiazol-2-amine With trimethylaluminum In n-heptane; toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In n-heptane; toluene Reflux;	59%

: 2103-94-8
4-(4-bromophenyl)-1,3-thiazol-2-amine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-(4-(4-bromophenyl)thiazol-2-yl)-4-((4-methylpiperazin-1-yl)methyl)benzamide

Conditions

Conditions	Yield
Stage #1: 4-(4-bromophenyl)-1,3-thiazol-2-amine With trimethylaluminum In toluene at 50℃; for 0.333333h; Inert atmosphere; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In toluene Reflux;	48%

: 1035270-66-6
tert-butyl 5-amino-3-(3,5-dimethoxyphenethyl)-1H-pyrazole-1-carboxylate

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 1035269-80-7
N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(4-methylpiperazin-1-yl)methyl]benzamide

Conditions

Conditions	Yield
Stage #1: tert-butyl 5-amino-3-(3,5-dimethoxyphenethyl)-1H-pyrazole-1-carboxylate; 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester With sodium hexamethyldisilazane In tetrahydrofuran for 0.166667h; Stage #2: With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl acetamide at 20℃; for 61.5h;	5.19%

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 2,2-dimethyl-propionic acid 4-(4-methyl-piperazin-1-ylmethyl)-benzyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran 2: DCCD; DMAP; pyridine / CH2Cl2 View Scheme

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 3,4-dimethoxy-benzoic acid 4-(4-methyl-piperazin-1-ylmethyl)-benzyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran 2: DCCD; DMAP; pyridine / CH2Cl2 View Scheme

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 728936-43-4
4-(4-methylpiperazin-1-ylmethyl)benzoic acid methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether; ethyl acetate for 1h;

: 6-[2-(4-fluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: N-{6-[2-(4-fluorophenyl)chroman-6-yloxy]-pyridin-3-yl}-4-(4-methyl-piperazin-1-ylmethyl)benzamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 7h;

: 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester

: 1236355-89-7
C13H20N4O

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 1h; Reflux;

Methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate Specification

The Benzoic acid,4-[(4-methyl-1-piperazinyl)methyl]-, methyl ester, with the CAS registry number 314268-40-1, is also known as Methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate 97%. This chemical's molecular formula is C₁₄H₂₀N₂O₂ and molecular weight is 248.32. Its systematic name is called methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate. When you are using this chemical, please be cautious about it. This chemical may destroy living tissue on contact.

Physical properties of Benzoic acid,4-[(4-methyl-1-piperazinyl)methyl]-, methyl ester: (1)ACD/LogP: 0.90; (2)#H bond acceptors: 4; (3)#Freely Rotating Bonds: 4; (4)Index of Refraction: 1.546; (5)Molar Refractivity: 71.22 cm³; (6)Molar Volume: 224.7 cm³; (7)Surface Tension: 41.6 dyne/cm; (8)Density: 1.104 g/cm³; (9)Flash Point: 166.6 °C; (10)Enthalpy of Vaporization: 59.67 kJ/mol; (11)Boiling Point: 351.9 °C at 760 mmHg; (12)Vapour Pressure: 3.97E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)c1ccc(cc1)CN2CCN(CC2)C
(2)InChI: InChI=1/C14H20N2O2/c1-15-7-9-16(10-8-15)11-12-3-5-13(6-4-12)14(17)18-2/h3-6H,7-11H2,1-2H3
(3)InChIKey: MEYCYFIWDAQKQK-UHFFFAOYAV

Product Name

METHYL 4-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZOATE

Synthetic route

Methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate Specification

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