3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol at 20℃; under 760.051 Torr; for 24h; Reagent/catalyst; Solvent; | 96% |
3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
With trichlorophosphate In toluene for 4h; Reflux; | 74% |
With trichlorophosphate at 80℃; for 2.5h; | 68.1% |
With trichlorophosphate for 5h; Heating / reflux; | 63% |
3-(3-chlorophenethyl)-pyridine N-oxide
sodium cyanide
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 3-(3-chlorophenethyl)-pyridine N-oxide With N,N-Dimethylcarbamoyl chloride In acetonitrile at 35 - 40℃; for 1 - 3h; Stage #2: sodium cyanide In water; acetonitrile at -5 - 0℃; for 3 - 4h; Stage #3: With sodium hydroxide In water; acetonitrile for 2 - 3h; | 73.5% |
2-cyano-3-methylpyridine
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 3: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 View Scheme | |
Multi-step reaction with 3 steps 1: N-chloro-succinimide; dibenzoyl peroxide / tetrachloromethane / 48 h / Reflux 2: magnesium; iodine / tetrahydrofuran / 1 h / 35 - 40 °C / Inert atmosphere 3: palladium 10% on activated carbon / tetrahydrofuran / 12 h / 25 - 35 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sulfuric acid / 0.5 h / 70 - 75 °C 2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -30 - -10 °C / Inert atmosphere 2.2: 1 h / -10 °C / Inert atmosphere 3.1: trichlorophosphate / 4 h / 110 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sulfuric acid; water; acetic acid / 60 °C 1.2: 2.5 h / 70 - 80 °C 2.1: n-butyllithium; sodium bromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 2.2: 2 h / Inert atmosphere 3.1: trichlorophosphate / 2.5 h / 80 °C View Scheme |
N-tert-butyl-3-methylpyridine-2-carboxamide
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 View Scheme | |
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -30 - -10 °C / Inert atmosphere 1.2: 1 h / -10 °C / Inert atmosphere 2.1: trichlorophosphate / 4 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium; sodium bromide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 1.2: 2 h / Inert atmosphere 2.1: trichlorophosphate / 2.5 h / 80 °C View Scheme |
1-Chloro-3-chloromethyl-benzene
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating View Scheme |
3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
With sodium hydroxide In water; isopropyl alcohol; trichlorophosphate | 118 g (HPLC purity 95.7%) |
1-Chloro-3-chloromethyl-benzene
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
With palladium 10% on activated carbon In tetrahydrofuran at 25 - 35℃; for 12h; | 8.65 g |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile With sulfuric acid; water at 120 - 122℃; for 10 - 12h; Stage #2: With sodium hydroxide In water at 90℃; | 94.4% |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
Conditions | Yield |
---|---|
Stage #1: 3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile With trifluorormethanesulfonic acid at 60℃; for 1h; Stage #2: With hydrogenchloride In water at 20℃; for 1h; Heating / reflux; | 94% |
With PPA at 200℃; | 45% |
With PPA Heating; |
4-chloro-1-methylpiperidine
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE
Conditions | Yield |
---|---|
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran; ethylene dibromide at 75℃; for 1h; Inert atmosphere; Stage #2: 3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile In tetrahydrofuran; ethylene dibromide at 40 - 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; ethylene dibromide at 20℃; for 1h; pH=< 2; Inert atmosphere; | 83.3% |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
(1-methyl-4-piperidyl)magnesium chloride
1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE
Conditions | Yield |
---|---|
In tetrahydrofuran at 30 - 60℃; for 1.5h; | 48.6% |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
(1-methyl-4-piperidyl)magnesium chloride
{3-[2-(3-Chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanone
Conditions | Yield |
---|---|
With hydrogenchloride 1.) THF, reflux; Multistep reaction; | |
In pyridine |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
(1-methyl-4-piperidyl)magnesium chloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 40 - 50℃; for 0.5h; |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
10-chloro-11-(1-methyl-piperidin-4-yl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 3 percent / PPA / 3 h / 170 - 175 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
8-chloro-11-(1-methyl-piperidin-4-yl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 5 percent / PPA / 3 h / 170 - 175 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
{3-[2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl}-(1-methyl-piperidin-4-yl)-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 3 percent / PPA / 3 h / 170 - 175 °C 4: NEt3 / benzene / 1.5 h / Heating 5: 1.) Zn dust, AcOH / 1.) 80-100 deg C, 1 h, 2.) CH2Cl2, reflux, 1 h View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 5 percent / PPA / 3 h / 170 - 175 °C 4: NEt3 / benzene / 1.5 h / Heating 5: 1.) Zn dust, AcOH / 1.) 80-100 deg C, 1 h, 2.) CH2Cl2, reflux, 1 h View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 5 percent / PPA / 3 h / 170 - 175 °C 4: NEt3 / benzene / 1.5 h / Heating View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine 2: 99 percent / naBH4 / ethanol / 3 h 3: 3 percent / PPA / 3 h / 170 - 175 °C 4: NEt3 / benzene / 1.5 h / Heating View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
loratadine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 91 percent / hydrofluoric acid, BF3 / -35 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C 4: 42.4 g / toluene / 1 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: 2.) aq. HCl / 1.) THF, reflux 2: CF3SO3H / Heating 3: Et3N / toluene / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 1.2: 1 h / 40 - 50 °C / Inert atmosphere 1.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 2.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C 3.1: triethylamine / toluene / 2 h / 80 - 85 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
8-chloro-11-(1-methyl-4-piperidinyl)-11H-benzo<5,6>cyclohepta<1,2-b>pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 0.85 g / polyphosphoric acid (PPA) / 8 h / 190 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
8-chloro-7-(methylsulfonyl)-5-(4'-N-methylpiperidylidene)-4-aza-10,11-dihydro-5H-dibenzocycloheptene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 0.3 g / BF3 / 4 h / 120 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
N-methyldesloratadine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 20 g / BF3 / 4 h / 120 °C View Scheme | |
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 91 percent / hydrofluoric acid, BF3 / -35 °C View Scheme | |
Multi-step reaction with 3 steps 1: tetrahydrofuran / 0.5 h / 40 - 50 °C 2: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 3: 44 percent / polyphosphoric acid (PPA) / 8 h / 190 °C View Scheme | |
Multi-step reaction with 2 steps 1: 2.) aq. HCl / 1.) THF, reflux 2: CF3SO3H / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium; iodine / tetrahydrofuran; ethylene dibromide / 1 h / 75 °C / Inert atmosphere 1.2: 1 h / 40 - 50 °C / Inert atmosphere 1.3: 1 h / 20 °C / pH < 2 / Inert atmosphere 2.1: boric acid; sulfuric acid / chlorobenzene / 30 h / 80 - 90 °C View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: PPA / Heating 2: tetrahydrofuran / -40 °C 3: H2SO4 4: Et3N / toluene / Heating 5: aq. KOH / Heating View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: PPA / Heating 2: tetrahydrofuran / -40 °C 3: H2SO4 View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
descarboethoxyloratadine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 2.) aq. HCl / 1.) THF, reflux 2: CF3SO3H / Heating 3: Et3N / toluene / Heating 4: aq. KOH / Heating View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
4-(8-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-cyclohexanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: PPA / Heating 2: diethyl ether; tetrahydrofuran 3: H2SO4 / H2O View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
4-(8-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-cyclohexanecarbaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: PPA / Heating 2: diethyl ether; tetrahydrofuran 3: H2SO4 / H2O 4: tetrahydrofuran 5: H2SO4 / tetrahydrofuran; H2O View Scheme |
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile
N-formyldesloratadine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 2.) aq. HCl / 1.) THF, reflux 2: CF3SO3H / Heating 3: Et3N / toluene / Heating 4: aq. KOH / Heating 5: C5H5N / CH2Cl2 View Scheme |
Molecular structure of 3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile (CAS NO.31255-57-9) is:
Product Name: 3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile
CAS Registry Number: 31255-57-9
Systematic Name: 3-[2-(3-Chlorophenyl)ethyl]pyridine-2-carbonitrile
Empirical Formula: C14H11ClN2
Molecular Weight: 242.7035
Index of Refraction: 1.605
Molar Refractivity: 67.91 cm3
Molar Volume: 196.9 cm3
Surface Tension: 55.6 dyne/cm
Density: 1.23 g/cm3
Flash Point: 181 °C
Enthalpy of Vaporization: 62.32 kJ/mol
Boiling Point: 375.7 °C at 760 mmHg
Vapour Pressure: 7.65E-06 mmHg at 25°C
Product Categories: Pyridine
3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile , its cas register number is 31255-57-9. It also can be called 2-Pyridinecarbonitrile,3-[2-(3-chlorophenyl)ethyl]- ; 3-[2-(3-Chlorophenyl)-ethyl]-pyridine-2-carbonitrile ; 3-[2-(3-Chlorophenyl)-ethyl]-pyridine carbonitrile ; 3-[2-(3-Chlorophenyl)ethyl]-2-cyanopyridine .
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