Home Cart 0 Sign in  
X

[ CAS No. 132431-09-5 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 132431-09-5
Chemical Structure| 132431-09-5
Chemical Structure| 132431-09-5
Structure of 132431-09-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Quality Control of [ 132431-09-5 ]

Related Doc. of [ 132431-09-5 ]

Alternatived Products of [ 132431-09-5 ]

Product Details of [ 132431-09-5 ]

CAS No. :132431-09-5 MDL No. :MFCD07772080
Formula : C14H20N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :BZHPVEHRXAKHMV-UHFFFAOYSA-N
M.W :248.32 Pubchem ID :14809798
Synonyms :

Calculated chemistry of [ 132431-09-5 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.5
Num. rotatable bonds : 6
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 74.14
TPSA : 50.36 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.46
Log Po/w (XLOGP3) : 1.75
Log Po/w (WLOGP) : 1.38
Log Po/w (MLOGP) : 1.68
Log Po/w (SILICOS-IT) : 2.01
Consensus Log Po/w : 1.85

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.33
Solubility : 1.15 mg/ml ; 0.00465 mol/l
Class : Soluble
Log S (Ali) : -2.42
Solubility : 0.934 mg/ml ; 0.00376 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.16
Solubility : 0.0171 mg/ml ; 0.0000689 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.22

Safety of [ 132431-09-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 132431-09-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 132431-09-5 ]

[ 132431-09-5 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 132431-14-2 ]
  • [ 132431-09-5 ]
  • [ 7144-05-0 ]
YieldReaction ConditionsOperation in experiment
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane for 16h; Ambient temperature; Yield given. Yields of byproduct given;
  • 2
  • [ 132431-09-5 ]
  • [ 5469-26-1 ]
  • [ 676351-79-4 ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 2h; 1.A.5.*.1 EXAMPLE 1 : [5-AMINO-6-CHLORO-N-[1-(3, 3-DIMETHYL-2-] OXOBUTYL) [PIPERIDIN-4-YL] METHYL}] IMIDAZO [1, [2-A]] PYRIDINE-8- CARBOXAMIDE; METHOD A:; Step 5. 5-amino-6-chloro-N-[1-(3, 3-dimethyl-2-oxobutyl) piperidin-4- yl] methyl} imidazo [1, [2-A] PYRIDINE-8-CARBOXAMIDE]; * Preparation of [1- [4- [ (AMINOMETHYL) PIPERIDIN-1-YL]-3,] 3-dimethylbutan-2-one; Step 1, benzyl [[1- (3, 3-DIMETHYL-2-OXOBUTYL) PIPERIDIN-4-YL] METHYLCARBAMATE] To a solution of benzyl [PIPERIDIN-4-YLMETHYLCARBAMATE] (Tetrahedron Lett. 1990, [31,] 6903,6. 9 g, 27.8 mmol) in [N, N-DIMETHYLFORMAMIDE] (60 mL) were added triethylamine (9.7 mL, 69.5 mmol) and [1-BROM-3,] 3-dimethylbutan-2-one [(7. 9] g, 41.7 mmol) at room temperature. The mixture was stirred at room temperature for 2 h and quenched with water (60 [ML)] followed by extraction with ethyl acetate-toluene mixture (3 x 30 mL). Concentration and purification by column chromatography on silica gel eluting with ethyl acetate/hexane (2: 1) gave the title compound (9.6 g, [100%)] as a pale yellow solid. MS (ESI+) [M/Z] : 347 [(M+1).] [H-NMR] [(CDC13)] 8 : 1.15 (9 H, s), 1.36-1. 55 (3 H, [M),] 1.64-1. 68 (2 H, [M),] 1. [98-2.] 04 [(2 H, M),] 2.88-2. 92 [(2 H, M),] 3.07-3. 11 [(2 H, M),] 3.37 (2 H, s), 5.09 (2 H, s), 7.31- 7.36 [(5 H, M).]
  • 3
  • [ 185-72-8 ]
  • [ 132431-09-5 ]
  • benzyl-((1-( (4-hydroxytetrahydro-2H-pyran-4-yl) methyl) piperidin-4-yl) methyl)-carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% In methanol; at 20℃; for 28h;Heating / reflux; A mixture of benzyl (piperidin-4-ylmethyl)carbamate (7. 77 g, 31.3 mmol, prepared according to Bose, D. Subhas et al., Tetrahedron Lett., 1990,31, 6903) and 1, 6-dioxaspiro [2. 5] octane (4.29 g, 37.6 mmol, prepared according to Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then, the mixture was reSluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with dichlorometliane/methanol (v/v=20/1) to give 5.60 g (49%) of the title compound as colorless oil. 1H-NMR (CDCl3, 300MHz) 8 ppm: 7.40-7. 30 (5 H, m), 5.09 (2 H, s), 4. 85 (1 H, br.), 3.85-3. 72 (4 H, m), 3.08 (2 H, t, J=6. 4 Hz), 2.88-2. 83 (2 H, m), 2.61 (1 H, s), 2.36-2. 30 (4 H, m), 1.77-1. 19 (9 H, m).
49% In methanol; at 20℃; for 28h;Heating / reflux; Step 1; Benzyl ({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4- VL} METHVI) carbamate; A mixture of benzyl (piperidin-4-ylmethyl) carbamate (7.77 g, 31.3 mmol, Bose, D. Subhas et al., Tetrahedron Lett., 1990,31, 6903) and 1, 6-dioxaspiro [2. 5] octane (4.29 g, 37.6 mmol, Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984,19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with methanol/dichloromethane (1: 20) to give 5.60 g (49%) of the title compound as a colorless oil.
49% In methanol; at 20℃; for 28h;Heating / reflux; A mixture of benzyl (piperidin-4-ylmethyl) carbamate (7.77 g,31. 3 mmol, Bose, D. Subhas etal., Tetrahedron Lett., 1990,31, 6903) and 1,6- dioxaspiro [2.5] octane (4.29 g, 37.6 mmol, Satyamurthy, Nagichettiar etal., Phosphorus Sulfur, 1984,19, 113) in methanol (93 mL) was stirred at room temperature for 20h. Then the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting withmethanol/dichloromethane (1: 20) to give 5.60 g (49%) of the title compound as a colorless oil. H-NMR(CDC13) 8 : 7.40-7. 30(5 H,m), 5.09 (2 H, s), 4.85 (1 H, br), 3.85-3. 72 (4 H,m), 3.08 (2 H, t, J=6.4 Hz), 2.88-2. 83 (2 H,m), 2.61 (1 H, s), 2.36-2. 30 (4 H,m), 1.77-1. 19(9 H, m).
49% In methanol; at 18 - 25℃; for 28h;Heating / reflux; Example 1 ; 5-CHLORO-N-(l- [ (4-HYDROXYTETRAHYDRO-2H-PYRAN-4-YL) METHYLlPIPERID IN-4-YL} METHYL)-1-ISOPROPYL-6-METHYL-2-OXO-1, 2-DIHYDROPYRIDINE-3-CA RBOXAMIDE AND HYDROCHLORIDE THEREOF ; l (l ! Benzyl (f 1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)-carbamate; A mixture of benzyl (pipendm-4-ylmethyl) carbamate (7.77 g, 31.3 mmol, prepared according to Bose, D. Subhas et al., Tetrahedroiz Lett., 1990,31, 6903) and 1, 6-dioxaspiro [2. 5] octane (4.29 g, 37.6 mmol, prepared according to Satyamurthy, Nagichettiar et al., Plaospliorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then, the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed ira vacuo. The residue was chromatographed on a column of silica gel eluting with dichloromethane/methanol (v/v20/l) to give 5.60 g (49%) of the title compound as colorless oil. 1H-NMR (CDC13) # ppm: 7.40-7. 30 (5 H, m), 5.09 (2 H, s), 4.85 (1 H, br. ), 3.85-3. 72 (4 H, m), 3.08 (2 H, t, J=6. 4 Hz), 2.88-2. 83 (2 H, m), 2.61 (1 H, s), 2.36-2. 30 (4 H, m), 1. 77-1. 19 (9 H, m).

  • 4
  • [ 24424-99-5 ]
  • [ 132431-09-5 ]
  • benzyl 4-(((tert-butoxycarbonyl)amino)methyl)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% In toluene at 0 - 25℃; for 22h; 5.B 1-N-(Benzyloxycarbonyl)-4-[N-(tert-butoxycarbonyl)aminomethyl]piperidine Step B 1-N-(Benzyloxycarbonyl)-4-[N-(tert-butoxycarbonyl)aminomethyl]piperidine 4-(N-Benzyloxycarbonylaminomethyl)piperidine (0.6814g; 1 equivalent) (prepared as described in Step A above) is dissolved in anhydrous toluene (5 ml) and di-tert -butyldicarbonate (0.599g; 1 equivalent) in anhydrous toluene (5 ml) is added dropwise. The mixture is stirred at 0°C for 2h and at 25°C for 20 h. The solution is evaporated to dryness and the residue is taken up in dichloromethane and washed with 1.0N sodium hydroxide. The dichloromethane layer is dried over magnesium sulfate, filtered and evaporated to dryness. The product is chromatographed on a silica gel column (60X2.5cm) using 0.5% (10% concentrated ammonium hydroxide in methanol)-dichloromethane as the eluant to give the title compound (0.9314g; 97% yield), FABMS: m/z 349.3 (MH+).
  • 5
  • [ 22129-07-3 ]
  • [ 7144-05-0 ]
  • [ 132431-09-5 ]
YieldReaction ConditionsOperation in experiment
49% With dmap In dichloromethane at 25℃; for 23h; 5.A 4-(N-Benzyloxycarbonylaminomethyl)piperidine Step A 4-(N-Benzyloxycarbonylaminomethyl)piperidine 4- Aminomethylpiperidine (1 g; 1 equivalent) and DMAP (0.054g; 0.05 equivalents) are dissolved in anhydrous dichloromethane (40 ml). N-Benzyloxycarbonylimidazole (1.7709g; 1 equivalent) [prepared as described in: S. K. Sharma, M. J. Miller and S. M. Payne, J. Med. Chem., 32, 357-367 (1989)] is added and the mixture is stirred at 25°C for 23 h. The solution is diluted with dichloromethane and washed with 1.0N sodium hydroxide. The dichloromethane layer is dried over magnesium sulfate, filtered and evaporated to dryness. The product is chromatographed on a silica gel column (60X2.5cm) using 3% increasing to 7% (10% concentrated ammonium hydroxide in methanol)-dichloromethane as the eluant to give the title compound (1.0719g; 49% yield), FABMS: m/z 249.3 (MH+).
  • 6
  • [ 155456-33-0 ]
  • [ 132431-09-5 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 4-(Benzyloxycarbonylamino-methyl)-piperidine-1-carboxylic acid tert-butyl ester With hydrogenchloride In 1,4-dioxane at 20℃; for 2.5h; Stage #2: With potassium carbonate In methanol; water; ethyl acetate for 2h; 29 1 , 1 -Dimethylethyl 4-[([(phenylmethyl)oxy]carbonyl}amino)methyl]-1 - piperidinecarboxylate (may be prepared as in Description 28) (11.1g, 31.9mmol) in dioxane (6OmL) was treated with 4M HCI in dioxane (12OmL) and the reaction mixture was stirred at room temperature for 2.5h. It was then evaporated to dryness and the resulting solid was further dried under vacuum overnight to afford phenylmethyl (4-piperidinylmethyl)carbamate as its HCI salt (9.21 g) slightly contaminated with residual dioxane. δH (DMSO d-6, 400MHz) 1.30 (2H1 m), 1.71 (3H, m), 2.81 (2H, m), 2.92 (2H, m), 5.01 (2H, s), 7.36 (5H, m), 8.65 (1 H, br. s) and 8.95 (1 H, br.s). A portion of this material (5.5Og, 19.3mmol) was suspended in EtOAc (15OmL) and MeOH (1OmL) and stirred vigorously with satd. K2CO3 solution (5OmL). After 1.5h water (3mL) was added and stirring continued for 0.5h. The two phases were separated and the aqueous phase was extracted with EtOAc (3OmL). The combined organic extracts were dried (MgSO4) and evaporated to leave a yellow oil which solidified on standing to afford the title compound as the free base (D29) (4.76g).
  • 7
  • [ 941692-36-0 ]
  • [ 132431-09-5 ]
  • [ 941692-37-1 ]
YieldReaction ConditionsOperation in experiment
40% With potassium carbonate In ethanol at 80℃; for 48h; Heating / reflux; 30 3f?)-Tetrahydro-3-furanylmethyl methanesulfonate (may be prepared as in Description 27) (1.9Og, 10.6mmol), phenylmethyl (4- piperidinylmethyl)carbamate (may be prepared as in Description 29) (2.62g, 10.6mmol) and K2CO3 (2.18g, 15.8mmol) were heated together with stirring in EtOH (4OmL) under argon in an oil bath at 800C for 48h. The mixture was cooled to room temperature and then evaporated to near dryness. The residue was partitioned between EtOAc (15OmL) and water (15mL); the organic phase was separated, washed with brine (1 x 15ml), dried (MgSO4) and evaporated to leave a yellow oil which crystallised on standing. This was redissolved in DCM (1OmL), filtered to remove a small amount of insoluble material and then purified by chromatography on silica eluting with a gradient of 0-5% (2M NH3 in MeOH) in DCM to afford the title compound, phenylmethyl ({1-[(3S)-tetrahydro-3-furanylmethyl]-4-piperidinyl}methyl)carbamate (D30), as a waxy, white solid (1.39g, 40%). δH (CDCI3, 400MHz) 1.25 (2H, m), 1.45 (1 H, m), 1.64 (3H, m), 1.90 (2H, m), 2.00 (1 H, m), 2.29 (2H, m), 2.41 (1 H, m), 2.87 (2H, m), 3.08 (2H, m), 3.47 (1 H, m), 3.72 (1 H, m), 3.83 (2H, m), 4.55 and 4.80 (1 H, 2 x br.s, rotamers), 5.09 and 5.15 (2H, 2 x s, rotamers) and 7.35 (5H, m). Mass spectrum: Ci9H2SN2O3 requires 332; found 333 (MH+). Chiral analytical HPLC (Chiralpak AS eluting with heptane/ EtOH 90:10) showed 99.8% e.e.
  • 8
  • [ 941692-39-3 ]
  • [ 132431-09-5 ]
  • [ 941692-40-6 ]
YieldReaction ConditionsOperation in experiment
41% With potassium carbonate In ethanol at 80℃; for 40h; Heating / reflux; 34 3S)-Tetrahydro-3-furanylmethyl methanesulfonate (may be prepared as in Description 33) (2.09g, 11.6mmol), phenylmethyl (4- piperidinylmethyl)carbamate (may be prepared as in Description 29) (2.88g, 11.6mmol) and K2CO3 (2.4Og, 17.4mmol) were heated together with stirring in EtOH (4OmL) under argon in an oil bath at 800C for 4Oh. The mixture was cooled to room temperature and then evaporated to near dryness. The residue was partitioned between EtOAc (15OmL) and water (15mL); the organic phase was separated, washed with half saturated K2CO3 solution (1 x 15mL) and brine (1 x 15mL), dried (MgSO4) and evaporated to leave an oil (3.51 g). This was redissolved in DCM (1OmL) and then purified by chromatography on silica eluting with a gradient of 0-5% (2M NH3 in MeOH) in DCM to afford the title compound, phenylmethyl ({1-[(3R)-tetrahydro-3- furanylmethyl]-4-piperidinyl}methyl)carbamate (D34), as a waxy, white solid (1.57g, 41 %). δH (CDCI3, 400MHz) 1.25 (2H, m), 1.46 (1 H, m), 1.64 (3H, m), 1.90 (2H, m), 2.00 (1 H, m), 2.29 (2H, m), 2.42 (1 H, m), 2.87 (2H, m), 3.08 (2H, m), 3.47 (1 H, m), 3.72 (1 H, m), 3.83 (2H, m), 4.55 and 4.80 (1 H1 2 x br.s, rotamers), 5.09 and 5.15 (2H, 2 x s, rotamers) and 7.35 (5H, m). Mass spectrum: C19H2SN2O3 requires 332; found 333 (MH+). Chiral analytical HPLC (Chiralpak AS eluting with heptane/ EtOH 90:10) showed 98.7% e.e.
  • 9
  • [ 87341-47-7 ]
  • [ 132431-09-5 ]
  • [ 1615249-70-1 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 3h;
  • 10
  • 1-(3-chloropropyl)-1H-1,2,3-triazole [ No CAS ]
  • [ 132431-09-5 ]
  • benzyl [[1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methyl]carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With calcium carbonate; potassium iodide In acetonitrile for 16h; Reflux; 5.1 Step 1. Preparation of benzyl[[1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methyl]carbamate (Formula 6) (0135) A reaction solution was prepared by dissolving benzyl(piperidin-4-ylmethyl)carbamate (300 g) in acetonitrile (9 L); sequentially adding potassium iodide (201 g), calcium carbonate (1680 g) and 1-(3-chloropropyl)-1H-1,2,3-triazole (264 g) thereto; and performing the stirring under reflux for 16 hours. The reaction solution was cooled to a room temperature, and water (12 L) and 5% sodium thiosulfate solution (9 L) were sequentially added to the reaction solution. The resulting solution was extracted with dichloromethane (15 L). 2N hydrochloric acid (1.2 L) and water (12 L) were added to an organic layer, and then the layer was separated. 2N sodium hydroxide (1.8 L) was added to an aqueous layer and the resulting solution was extracted with dichloromethane (12 L). An organic layer was treated with charcoal, and then filtered and concentrated under reduced pressure. A reaction solution was prepared by adding hexane (6 L) to the concentrated residue. The reaction solution was stirred for 16 hours. The resulting solids were filtered and dried to obtain the titled compound (285 g; yield: 66%). (0136) 1H NMR (400 MHz, CDCl3) δ 7.66 (s, 1H), 7.52 (s, 1H), 7.34-7.28 (m, 5H), 5.07 (s, 2H), 4.44 (t, 2H), 3.08 (t, 2H), 2.83 (d, 2H), 2.28 (d, 2H), 2.08-2.01 (m, 2H), 1.90 (t, 2H), 1.67 (d, 2H), 1.46 (m, 1H), 1.26-1.17 (m, 2H)
66% With calcium carbonate; potassium iodide In acetonitrile for 16h; Reflux; 5.1 Preparation of benzyl[[1-{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methyl]carbamate A reaction solution was prepared by dissolving benzyl(piperidin-4-ylmethyl)carbamate (300 g) in acetonitrile (9 L); sequentially adding potassium iodide (201 g), calcium carbonate (1680 g) and 1-(3-chloropropyl)-1H-1,2,3-triazole (264 g) thereto; and performing the stirring under reflux for 16 hours. The reaction solution was cooled to a room temperature, and water (12 L) and 5% sodium thiosulfate solution (9 L) were sequentially added to the reaction solution. The resulting solution was extracted with dichloromethane (15 L). 2N hydrochloric acid (1.2 L) and water (12 L) were added to an organic layer, and then the layer was separated. 2N sodium hydroxide (1.8 L) was added to an aqueous layer and the resulting solution was extracted with dichloromethane (12 L). An organic layer was treated with charcoal, and then filtered and concentrated under reduced pressure. A reaction solution was prepared by adding hexane (6 L) to the concentrated residue. The reaction solution was stirred for 16 hours. The resulting solids were filtered and dried to obtain the titled compound (285 g; yield: 66%)
  • 11
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr
  • 12
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine oxalate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: acetone / 4 h
  • 13
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine succinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: ethanol / 4 h
  • 14
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine adipate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: ethanol / 4 h
  • 15
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine citrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: acetone / 4 h
  • 16
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine L-tartrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: diethyl ether; ethanol / 4 h
  • 17
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine D-tartrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: diethyl ether; ethanol / 4 h
  • 18
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine fumarate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: diethyl ether; ethanol / 4 h
  • 19
  • [ 132431-09-5 ]
  • 1-[{3-(1H-1,2,3-triazol-1-yl)propyl}piperidin-4-yl]methanamine maleate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3: diethyl ether; ethanol / 4 h
  • 20
  • [ 132431-09-5 ]
  • [ 1342815-16-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: 1,1'-carbonyldiimidazole / acetonitrile / 4 h / 19 - 22 °C 3.2: 21 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: ethanol / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: diethyl ether; ethanol / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: acetone / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 14 h / Reflux
Multi-step reaction with 4 steps 1.1: potassium iodide; calcium carbonate / acetonitrile / 16 h / Reflux 2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 50 °C / 7500.75 Torr 3.1: acetone / 4 h 4.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 3 h / Cooling 4.2: 4 h / Reflux

  • 21
  • [ 132431-09-5 ]
  • (1-methyl-1H-indol-5-yl)boronic acid [ No CAS ]
  • benzyl ((1-((1-methyl-1H-indol-5-yl)sulfonyl)piperidin-4-yl)methyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With 4,4'-Dimethoxy-2,2'-bipyridin; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; copper(II) bis(trifluoromethanesulfonate); caesium carbonate; dimethyl sulfoxide at 130℃; for 16h; Inert atmosphere; Sealed tube;
  • 22
  • [ 372-48-5 ]
  • [ 132431-09-5 ]
  • [ 302341-46-4 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine at 130℃; for 12h; 11.1 [0081] Step 1: benzyl ((1-(pyridin-2-yl)piperidin-4-yl)methyl)carbamate [0082] Benzyl N-(4-piperidylmethyl)carbamate (1 g, 4.03 mmol) and DIPEA (560 mg, 4.33 mmol) in 2-fluoropyridine (5.65 g, 58.2 mmol) was heat to reflux at 130 °C and stirred for 12 hours. On completion, evaporated the solvent to give the title compound (1.3 g, crude) as a yellow solid. LC-MS (ESI, m/z): [M+1]+ = 326.1.
  • 23
  • [ 132431-09-5 ]
  • [ 170353-28-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / 12 h / 130 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 25 °C / 775.74 Torr
  • 24
  • [ 132431-09-5 ]
  • 2-hydroxy-N-((1-(pyridin-2-yl)piperidin-4-yl)methyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / 12 h / 130 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 25 °C / 775.74 Torr 3: triethylamine; HATU / N,N-dimethyl-formamide / 12 h / 25 °C
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 132431-09-5 ]

Aryls

Chemical Structure| 236406-24-9

[ 236406-24-9 ]

Benzyl ((4-methylpiperidin-4-yl)methyl)carbamate

Similarity: 0.98

Chemical Structure| 683269-48-9

[ 683269-48-9 ]

(R)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 879396-20-0

[ 879396-20-0 ]

(S)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 155456-34-1

[ 155456-34-1 ]

Benzyl (piperidin-4-ylmethyl)carbamate hydrochloride

Similarity: 0.98

Chemical Structure| 478366-02-8

[ 478366-02-8 ]

Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Amides

Chemical Structure| 236406-24-9

[ 236406-24-9 ]

Benzyl ((4-methylpiperidin-4-yl)methyl)carbamate

Similarity: 0.98

Chemical Structure| 683269-48-9

[ 683269-48-9 ]

(R)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 879396-20-0

[ 879396-20-0 ]

(S)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 155456-34-1

[ 155456-34-1 ]

Benzyl (piperidin-4-ylmethyl)carbamate hydrochloride

Similarity: 0.98

Chemical Structure| 478366-02-8

[ 478366-02-8 ]

Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Amines

Chemical Structure| 236406-24-9

[ 236406-24-9 ]

Benzyl ((4-methylpiperidin-4-yl)methyl)carbamate

Similarity: 0.98

Chemical Structure| 683269-48-9

[ 683269-48-9 ]

(R)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 879396-20-0

[ 879396-20-0 ]

(S)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 155456-34-1

[ 155456-34-1 ]

Benzyl (piperidin-4-ylmethyl)carbamate hydrochloride

Similarity: 0.98

Chemical Structure| 478366-02-8

[ 478366-02-8 ]

Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Related Parent Nucleus of
[ 132431-09-5 ]

Piperidines

Chemical Structure| 236406-24-9

[ 236406-24-9 ]

Benzyl ((4-methylpiperidin-4-yl)methyl)carbamate

Similarity: 0.98

Chemical Structure| 683269-48-9

[ 683269-48-9 ]

(R)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 879396-20-0

[ 879396-20-0 ]

(S)-Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98

Chemical Structure| 155456-34-1

[ 155456-34-1 ]

Benzyl (piperidin-4-ylmethyl)carbamate hydrochloride

Similarity: 0.98

Chemical Structure| 478366-02-8

[ 478366-02-8 ]

Benzyl (piperidin-3-ylmethyl)carbamate

Similarity: 0.98