1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In dichloromethane; ethyl acetate at 20℃; for 1.5h; Inert atmosphere; | 99% |
With hydrogenchloride In dichloromethane; ethyl acetate at 20℃; for 1.5h; | 99% |
With hydrogenchloride In 1,4-dioxane at 20℃; for 4h; | 99.57% |
Conditions | Yield |
---|---|
With thionyl chloride at 80℃; for 3h; | 98.8% |
With thionyl chloride for 2h; Reflux; | 98.4% |
With thionyl chloride at 20℃; for 20h; Esterification; | 84% |
Conditions | Yield |
---|---|
In tetrahydrofuran; hydrogenchloride; methanol; water |
methyl piperidine-4-carboxylate hydrochloride
benzyl bromide
1-benzyl-4-piperidinecarboxylic acid methyl ester
Conditions | Yield |
---|---|
With triethylamine In methanol for 6h; Reflux; | 94.2% |
With triethylamine In dichloromethane at 20℃; Alkylation; | 79.7% |
With triethylamine In dichloromethane at 10 - 20℃; |
methyl piperidine-4-carboxylate hydrochloride
2,2-dimethylpropanoic anhydride
1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate
Conditions | Yield |
---|---|
With sodium hydroxide In tert-butyl alcohol for 48h; | 92% |
methyl piperidine-4-carboxylate hydrochloride
benzyl chloroformate
piperidine-1,4-dicarboxylic acid 1-benzyl ester 4-methyl ester
Conditions | Yield |
---|---|
Stage #1: methyl piperidine-4-carboxylate hydrochloride With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 5℃; Stage #2: benzyl chloroformate In 1,4-dioxane; water at 0 - 20℃; for 24h; | 85% |
methyl piperidine-4-carboxylate hydrochloride
(3R,5S)-7-chloro-5-(2,3-dimethoxyphenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid
methyl 1-[[(3R,5S)-7-chloro-5-(2,3-dimethoxyphenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetyl]piperidine-4-carboxylate
Conditions | Yield |
---|---|
With diethylphosphoryl cyanide; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; | 79% |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; | 78% |
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; | 78% |
methyl piperidine-4-carboxylate hydrochloride
pivaloyl chloride
methyl 1-pivaloylpiperidine-4-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl piperidine-4-carboxylate hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.166667h; Stage #2: pivaloyl chloride In dichloromethane at 20℃; | 77% |
methyl piperidine-4-carboxylate hydrochloride
4-bromo-3-fluoroiodobenzene
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 12h; Inert atmosphere; | 74% |
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 12h; | 74% |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 10h; Cooling with ice; | 73% |
6-fluoropyridine-3-sulfonyl chloride
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 22℃; for 0.75h; Inert atmosphere; | 73% |
With triethylamine In dichloromethane at 22℃; for 0.75h; | 73% |
3-bromopropanol methyl ether
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 75℃; | 72.2% |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetonitrile at 85℃; for 12h; | 71% |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; tert-butyl XPhos In 1,4-dioxane at 90℃; for 12h; Inert atmosphere; | 70% |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.0833333h; | 66% |
4-methoxyphenethyl bromide
methyl piperidine-4-carboxylate hydrochloride
1-[2-(4-methoxyphenyl)-ethyl]-4-piperidinecarboxylic acid,methyl ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 17h; Heating; | 63% |
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide; toluene |
2-bromo-6-methyl-pyrazine
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 90℃; for 16h; | 62.99% |
2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetic acid
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetic acid With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: methyl piperidine-4-carboxylate hydrochloride With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 5h; Stage #3: With sodium hydroxide at 20℃; for 1.5h; | 55% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 54% |
methyl piperidine-4-carboxylate hydrochloride
piperidine-4-carboxylic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate |
methyl piperidine-4-carboxylate hydrochloride
1-[8-(triphenylmethylsulfanyl)octyl]piperazine
Conditions | Yield |
---|---|
Stage #1: 1-[8-(triphenylmethylsulfanyl)octyl]piperazine; cyclopentadienyl(1,4-dichlorobenzene)ruthenium hexafluorophosphate With potassium carbonate In tetrahydrofuran at 20℃; Stage #2: methyl piperidine-4-carboxylate hydrochloride With sodium hydroxide; potassium carbonate In tetrahydrofuran at 65 - 70℃; for 60h; Stage #3: With ammonium hydroxide In acetonitrile for 48h; UV-irradiation; | 20 mg |
methyl piperidine-4-carboxylate hydrochloride
1-benzyl-4-formylpiperidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 79.7 percent / Et3N / CH2Cl2 / 20 °C 2: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C 3: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: triethylamine / methanol / 6 h / Reflux 2.1: water; methanol; sodium hydroxide / 2 h / Reflux 3.1: thionyl chloride / 2 h / Reflux 3.2: 0.5 h / Cooling with ice 4.1: thionyl chloride / 5 h / Reflux 5.1: diisobutylaluminium hydride / toluene / 1 h / 0 °C 5.2: 0.5 h / pH 8 View Scheme |
methyl piperidine-4-carboxylate hydrochloride
1-benzyl-4-piperidinemethanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 79.7 percent / Et3N / CH2Cl2 / 20 °C 2: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / methanol / 6 h / Reflux 2: diisobutylaluminium hydride / toluene / 1 h / 0 °C View Scheme |
methyl piperidine-4-carboxylate hydrochloride
N-benzyl-4-[hydroxy(3-methoxyphenyl)methyl]piperidine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 79.7 percent / Et3N / CH2Cl2 / 20 °C 2.1: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C 3.1: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C 4.1: Mg / tetrahydrofuran / 0.5 h / Heating 4.2: 94.3 percent / tetrahydrofuran / 2 h / 20 °C View Scheme |
methyl piperidine-4-carboxylate hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 79.7 percent / Et3N / CH2Cl2 / 20 °C 2.1: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C 3.1: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C 4.1: Mg / tetrahydrofuran / 0.5 h / Heating 4.2: 94.3 percent / tetrahydrofuran / 2 h / 20 °C 5.1: 94.3 percent / AlCl3 / 0.05 h / Heating 6.1: 31 percent / BBr3 / CH2Cl2 / 1 h / 20 °C View Scheme |
methyl piperidine-4-carboxylate hydrochloride
N-benzyl-4-(4-tert-butyl-3'-methoxybenzhydryl)piperidine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 79.7 percent / Et3N / CH2Cl2 / 20 °C 2.1: 69.5 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 50 °C 3.1: 94.3 percent / oxalyl chloride; dimethyl sulfoxide; Et3N / CH2Cl2 / 0.25 h / -55 °C 4.1: Mg / tetrahydrofuran / 0.5 h / Heating 4.2: 94.3 percent / tetrahydrofuran / 2 h / 20 °C 5.1: 94.3 percent / AlCl3 / 0.05 h / Heating View Scheme |
methyl piperidine-4-carboxylate hydrochloride
4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]carbonyl]-1-piperidinecarboxylic acid,1,1-dimethylethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / 1M aq. NaOH / 2-methyl-propan-2-ol / 48 h 2: 1.) n-BuLi / 1.) -78 deg C, THF, hexane, 15 min 2.) THF, 15 min, -78 deg C View Scheme |
methyl piperidine-4-carboxylate hydrochloride
[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl][1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]methanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 63 percent / dimethylformamide / 17 h / 90 °C / Heating 2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min 2.) THF, a) 5-10 min, -78 deg C b) without cooling View Scheme | |
Multi-step reaction with 4 steps 1: 92 percent / 1M aq. NaOH / 2-methyl-propan-2-ol / 48 h 2: 1.) n-BuLi / 1.) -78 deg C, THF, hexane, 15 min 2.) THF, 15 min, -78 deg C 3: 84 percent / 0.5 h / Ambient temperature 4: 57 percent / K2CO3 / dimethylformamide / 22 h / 90 °C View Scheme |
methyl piperidine-4-carboxylate hydrochloride
<1-<(4-fluorophenyl)methyl>-1H-benzimidazol-2-yl>-4-piperidinylmethanone mono(trifluoroacetate)
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 92 percent / 1M aq. NaOH / 2-methyl-propan-2-ol / 48 h 2: 1.) n-BuLi / 1.) -78 deg C, THF, hexane, 15 min 2.) THF, 15 min, -78 deg C 3: 84 percent / 0.5 h / Ambient temperature View Scheme |
Molecular Structure of Methyl 4-piperidinecarboxylate (CAS NO.7462-86-4):
IUPAC Name: methyl piperidine-4-carboxylate
Empirical Formula: C7H13NO2
Molecular Weight: 143.1836
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 29.54Å2
Index of Refraction: 1.445
Molar Refractivity: 37.35 cm3
Molar Volume: 140 cm3
Surface Tension: 31.7 dyne/cm
Density: 1.021 g/cm3
Flash Point: 71 °C
Enthalpy of Vaporization: 42.99 kJ/mol
Boiling Point: 193.8 °C at 760 mmHg
Vapour Pressure: 0.457 mmHg at 25°C
Melting point: 160°C
Product Categories: Esters; Pyrans, Piperidines &Piperazines; Pyrans, Piperidines & Piperazines
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
Methyl 4-piperidinecarboxylate , with CAS number of 7462-86-4, can be called 4-piperidinecarboxylic acid, methyl ester ; Methyl piperidin-4-carboxylate ; Methyl piperidine-4-carboxylate ; Methylpiperidin-4-carboxylat .
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