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[ CAS No. 34737-89-8 ] {[proInfo.proName]}

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Chemical Structure| 34737-89-8
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Product Details of [ 34737-89-8 ]

CAS No. :34737-89-8 MDL No. :MFCD00044806
Formula : C13H17NO Boiling Point : -
Linear Structure Formula :- InChI Key :OVQAJYCAXPHYNV-UHFFFAOYSA-N
M.W : 203.28 Pubchem ID :560965
Synonyms :

Calculated chemistry of [ 34737-89-8 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.46
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 65.15
TPSA : 20.31 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.4
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 1.56
Log Po/w (MLOGP) : 1.93
Log Po/w (SILICOS-IT) : 2.64
Consensus Log Po/w : 2.06

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.39
Solubility : 0.836 mg/ml ; 0.00411 mol/l
Class : Soluble
Log S (Ali) : -1.82
Solubility : 3.04 mg/ml ; 0.015 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.58
Solubility : 0.0538 mg/ml ; 0.000265 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.6

Safety of [ 34737-89-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P301+P312-P303+P361+P353-P304+P340-P305+P351+P338-P310 UN#:2735
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 34737-89-8 ]

* 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.

  • Upstream synthesis route of [ 34737-89-8 ]
  • Downstream synthetic route of [ 34737-89-8 ]

[ 34737-89-8 ] Synthesis Path-Upstream   1~16

  • 1
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Reference: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 1995, vol. 36, # 11, p. 1019 - 1027
[2] Patent: WO2004/41777, 2004, A2, . Location in patent: Page 74
[3] Patent: US2007/191364, 2007, A1, . Location in patent: Page/Page column 25
[4] Patent: WO2005/4866, 2005, A1, . Location in patent: Page/Page column 928-929
  • 2
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YieldReaction ConditionsOperation in experiment
31.5% With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 25℃; for 2.5 h; To a-78 °C solution of 1-BENZYL-3-METHYL-PIPERIDIN-4-ONE (4.06 g, 20 mmol) in anhydrous THF (20 mL) was added lithium hexamethyldisilazide (21 mL, 21 mmol of a 1.0 M solution THF). After being stirred at-78 °C for 30 min, a solution of iodomethane (1.31 mL, 21 mmol) in THF (5 mL) was added into the reaction mixture. The resultant solution was stirred at 25 °C for 2h and quenched with water. The aqueous layer was extracted with CH2C12. The organic extracts were combined, washed with brine and dried over MGS04. The solution was filtered and concentrated in vacuo to give the crude product. The crude material was purified by flash column chromatography (hexane/EtOAc) to provide 1.37 g (31.5percent yield) of 1- benzyl-3, 5-DIMETHYL-PIPERIDIN-4-ONE. Following the same procedure as in Scheme 1-1, the crude product 1-benzyl-3, 5- dimethyl-piperidin-4-ylamine (5) was prepared as a mixture of diastereomers. LCMS ONLY : 219 (M + H) +. This material was used without further purification.
31.5% With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 25℃; for 2.5 h; To a-78 °C solution of 1-benzyl-3-methyl-piperidin-4-one (4.06 g, 20 mmol) in anhydrous THF (20 mL) was added lithium HEXAMETHYLDISILAZIDE (21 mL, 21 mmol of a 1.0 M solution THF). After being stirred at-78 °C for 30 min, a solution of iodomethane (1.31 mL, 21 mmol) in THF (5 mL) was added into the reaction mixture. The resultant solution was stirred at 25 °C for 2h and quenched with water. The aqueous layer was extracted with CH2CL2. The organic extracts were combined, washed with brine and dried over MgS04. The solution was filtered and concentrated in vacuo to give the crude product. The crude material was purified by flash column chromatography (hexane/EtOAc) to provide 1.37 g (31.5percent yield) of 1- benzyl-3,5-dimethyl-piperidin-4-one. Following the same procedure as in Scheme 1-1, the crude product 1-benzyl-3, 5- dimethyl-piperidin-4-ylamine (5) was prepared as a mixture of diastereomers. LCMS M/Z : 219 (M + H) +. This material was used without further purification.
Reference: [1] Patent: WO2004/58736, 2004, A1, . Location in patent: Page 26; 29
[2] Patent: WO2004/58709, 2004, A1, . Location in patent: Page 31; 34
[3] Patent: US2002/169155, 2002, A1,
[4] Patent: US2005/70549, 2005, A1,
[5] Patent: US2016/31908, 2016, A1, . Location in patent: Paragraph 1165; 1166; 1167
  • 3
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YieldReaction ConditionsOperation in experiment
47%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.5 h;
Stage #2: at 60℃;
To a solution of NaH (15 g, 0.38 mol, 60percent dispersion) in THF (600 niL) was added l-benzylpiperidin-4-one (60 g, 0.3 mol) in THF (100 niL) at 00C. The mixture was stirred for 30 min. Methyl iodide (67 g, 0.47 mol) was added and the reaction was stirred overnight at 600C. The reaction was cooled to room temperature, filtered, and the filtrate washed with water and extracted with EtOAc (3 x 300 mL). The organic phase was dried over anhydrous Na2SO4 and concentrated. The residue was purified by column on silica gel (PE : EtOAc = 5:1) to afford l-benzyl-3-methylpiperidin-4-one (30 g, 47percent) as a yellow oil. 1H NMR (400 MHz, DMSO-d6): S 7.20-7.35 (m, 5H), 3.58 (s, 2H), 2.95-3.02 (m, 2H), 2.48-2.62 (m, 2H), 2.26-2.32 (m, IH), 2.10-2.18 (m, IH), 2.00 (q, IH), 0.81 (d, 3H).
25% With sodium chloride In tetrahydrofuran; water (8-1)
To a suspension (160 ml) of 3.2 g of sodium hydride in tetrahydrofuran (THF) was added a solution (15 ml) of 15.0 g of 1-benzyl-4-piperidone in THF in an ice bath, and the solution was stirred at room temperature for 30 minutes. 5.92 ml of methyl iodide was added to this solution, and the solution was stirred at 60° C. for 4 hours.
The salt precipitated was separated by filtration, and after concentrating the filtrate under reduced pressure, water was added to the concentrate.
The solution was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous solution of sodium chloride, dried with anhydrous sodium sulfate, and concentrated under reduced pressure.
The residue was purified by silica gel column chromatography, and from the fractions eluted with ethyl acetate-hexane (1:1 v/v) was obtained 3.98 g of 1-benzyl-3-methyl-4-piperidone (yield: 25percent).
2.50 g
Stage #1: With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5 h;
Stage #2: at 0 - 60℃;
To a solution of 1-benzylpiperidin-4-one (5.50 g, 29.1 mmol) in THF (100 mL) was added NaH (1700 mg, 60percent in mineral oil, 43.7 mmol) at 0 °C. The resulting mixture was stirred at 0 °C for 30 minutes. To the resulting mixture was added Mel (6200 mg, 43.7 mmol) at 0 °C. After being heated with stirring at 60 °C overnight, the resulting reaction mixture was cooled to rt,diluted with sat. aqueous solution of NH4C1 (50 mL) and extracted with EA (50 mL) for three times. The combined organic layer was dried over anhydrous Na2504 and concentrated in vacuo. The residue was purified by flash column (eluting with 1percent MeOH in DCM) to give 1-benzyl-3- methyl-piperidin-4-one (2.50 g).
Reference: [1] Patent: WO2010/114971, 2010, A1, . Location in patent: Page/Page column 138
[2] Patent: US5789595, 1998, A,
[3] Patent: US4639522, 1987, A,
[4] Patent: WO2016/107832, 2016, A1, . Location in patent: Page/Page column 90
  • 4
  • [ 3612-20-2 ]
  • [ 74-88-4 ]
  • [ 34737-89-8 ]
  • [ 173186-91-9 ]
YieldReaction ConditionsOperation in experiment
29% With sodium hydride In tetrahydrofuran at 20 - 60℃; for 5.08333 h; Sodium hydride (4.20 g, 175.0 mmol) was suspended in THF (200 mL), and a solution of the piperidone (18.9 g, 99.9 mmol) and methyl iodide (17.9 g, 126.1 mmol) in THF (20 mL) was added dropwise at room temperature over 5 minutes. The mixture was then heated to 60 °C and stirred for 5 hours. The reaction was then filtered and the filtrate concentrated. The concentrate was poured into 150 mL of water and extracted with 120 mL portions of EtOAc three times. The extract was washed with brine, dried, and concentrated. The crude product was purified by column chromatography (gradient: 12percent EtOAc in hexanes to 50percent EtOAc in hexanes over 1200 mL). Both mono and di methylation occurred. Separation of both isomers by chromatography was quite facile. 3.53 g of the dimethylated product (16percent) was obtained. MS (EI) : m/z 218.1 (M + 1). 5.91 g (29percent) of the monomethylated product was obtained. MS (EI) : m/z 204.0 (M + 1).
Reference: [1] Patent: WO2005/26145, 2005, A2, . Location in patent: Page/Page column 102; 103
[2] Patent: US9409884, 2016, B2,
  • 5
  • [ 7006-50-0 ]
  • [ 7087-68-5 ]
  • [ 34737-89-8 ]
Reference: [1] Patent: US5869488, 1999, A,
  • 6
  • [ 127956-04-1 ]
  • [ 34737-89-8 ]
Reference: [1] Patent: US6878713, 2005, B2,
[2] Patent: US5821240, 1998, A,
  • 7
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Reference: [1] Science China Chemistry, 2014, vol. 57, # 7, p. 945 - 953
  • 8
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Reference: [1] Patent: US5869488, 1999, A,
  • 9
  • [ 79099-07-3 ]
  • [ 7006-50-0 ]
  • [ 34737-89-8 ]
Reference: [1] Patent: US5869488, 1999, A,
  • 10
  • [ 7006-50-0 ]
  • [ 7087-68-5 ]
  • [ 103-80-0 ]
  • [ 34737-89-8 ]
Reference: [1] Patent: US5869488, 1999, A,
  • 11
  • [ 1285576-65-9 ]
  • [ 34737-89-8 ]
Reference: [1] Science China Chemistry, 2014, vol. 57, # 7, p. 945 - 953
  • 12
  • [ 41276-30-6 ]
  • [ 34737-89-8 ]
Reference: [1] Patent: US5821240, 1998, A,
  • 13
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  • [ 324769-06-4 ]
Reference: [1] Patent: US2016/31908, 2016, A1,
  • 14
  • [ 34737-89-8 ]
  • [ 74-88-4 ]
  • [ 173186-91-9 ]
Reference: [1] Patent: WO2004/58736, 2004, A1, . Location in patent: Page 26-28
[2] Patent: WO2004/58709, 2004, A1, . Location in patent: Page 31-32
[3] Patent: US2002/169155, 2002, A1,
[4] Patent: US2005/70549, 2005, A1,
[5] Patent: WO2015/84606, 2015, A1, . Location in patent: Page/Page column 111
[6] Patent: US2016/31908, 2016, A1, . Location in patent: Paragraph 1193; 1194
  • 15
  • [ 3612-20-2 ]
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  • [ 173186-91-9 ]
YieldReaction ConditionsOperation in experiment
29% With sodium hydride In tetrahydrofuran at 20 - 60℃; for 5.08333 h; Sodium hydride (4.20 g, 175.0 mmol) was suspended in THF (200 mL), and a solution of the piperidone (18.9 g, 99.9 mmol) and methyl iodide (17.9 g, 126.1 mmol) in THF (20 mL) was added dropwise at room temperature over 5 minutes. The mixture was then heated to 60 °C and stirred for 5 hours. The reaction was then filtered and the filtrate concentrated. The concentrate was poured into 150 mL of water and extracted with 120 mL portions of EtOAc three times. The extract was washed with brine, dried, and concentrated. The crude product was purified by column chromatography (gradient: 12percent EtOAc in hexanes to 50percent EtOAc in hexanes over 1200 mL). Both mono and di methylation occurred. Separation of both isomers by chromatography was quite facile. 3.53 g of the dimethylated product (16percent) was obtained. MS (EI) : m/z 218.1 (M + 1). 5.91 g (29percent) of the monomethylated product was obtained. MS (EI) : m/z 204.0 (M + 1).
Reference: [1] Patent: WO2005/26145, 2005, A2, . Location in patent: Page/Page column 102; 103
[2] Patent: US9409884, 2016, B2,
  • 16
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  • [ 24424-99-5 ]
  • [ 181269-69-2 ]
YieldReaction ConditionsOperation in experiment
100% With hydrogen In ethyl acetate for 24 h; Compound 28 (15.0 g, 0.0738 mol) and di-t-butyl dicarbonate (17.7 g, 0.0812 mol) were dissolved in EtOAc (400 ml). Palladium hydroxide catalyst (4 g) was added and the mixture was shaken on a Paar shaker under 40 psi of hydrogen pressure for 24 h. The resultant mixture was filtered through celite and the celite was washed with EtOAc. The filtrate was concentrated to give 15.73 g (0.0738 mol, 100percent) of the product 27B as a colorless oil. MS (ES for M-tBOC+1): m/e 114
97% With hydrogen In ethanol at 20℃; for 4 h; A mixture of l-benzyl-3-methylpiperidin-4-one (1 1.4 g, 56.1 mmol), Boc- anhydride (14.32 mL, 61.7 mmol), and 10percent palladium on carbon (0.597 g, 5.61 mmol) in ethanol (100 mL) was degassed under vacuum and nitrogen, then hydrogenated at 50 psi for 4 hours at room temperature. The catalyst was removed by filtration, rinsed with methanol, and the combined filtrate and rinses were concentrated in vacuo. The residue was purified over a 330 g silica gel column, eluting at 100 mL/min with an ethyl acetate/hexanes gradient to yield tert-butyl 3- methyl-4-oxopiperidine-l-carboxylate (11.66 g, 54.7 mmol, 97 percent yield) as an oil, which solidified upon standing. 3/4 NMR (CDC13, 400 MHz) δ 4.15 (m, 2H), 3.22 (] 1H), 2.79 (br m, 1H), 2.52-2.38 (m, 3H), 1.46 (s, 9H), 1.01 (d, J=6.8 Hz, 3H); m/z = 158.2 (M-tBu)+.
95% With hydrogen In methanol at 20℃; Synthesis of tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate; In a high pressure vessel was added 1-benzyl-3-methyl-piperidin-4one (6.0 g, 29.52 mmol) which was dissolved in methanol (60 mL). Di-tertbutyl dicarbonate (8.37 g, 38.40 mmol) was added along with palladium hydroxide (829 mg, 5.90 mmol) and the reaction stirred at r.t. overnight under 55 psi hydrogen atmosphere. The reaction was vacuum filtered through celite and concentrated. The crude material was purified by flash chromatography (10percent ethyl acetate/heptanes) to give the title compound as a colorless oil (6.01 g, 28.21 mmol, 95percent).
95.33% With palladium on activated charcoal; hydrogen In methanol at 20℃; for 16 h; To a solution of 1- benzyl-3-methyl-piperidin-4-one (2.0 g, 9.84 mmol, 1.0 eq) and Boc2O (2.15 g, 9.84 mmol, 2.26 mL, 1.0 eq) in MeOH (50.0 mL) was added Pd/C (9.84 mmol, 1.0 eq) underN2. Thesuspension was degassed under vacuum and purged with H2 several times. The mixture was stirred under H2 (50 psi) at 20 °C for 16 hours. TLC (PE:EA = 5:1) showed the reaction was completed. The mixture was filtrated. The filtrate was concentrated in vacuum. The residue was purified by colunm chlomatography (PE:EA=Opercent15percent) to afford the title 0 (2.0 g, 9.38 mmol, 95.33percent yield) as colorless oil. ‘HNMR (400MHz, CHLOROFORM-d) = 4.16 -4.24 (m, 1 H), 3.22 - 3.33 (m, 1 H), 2.86 (brs, 1 H), 2.38 - 2.61 (m, 3 H), 1.51 (s, 9 H), 1.06 (d, J= 6.7 Hz, 3 H).
92% With hydrogen In ethanol for 4 h; Inert atmosphere A mixture of 1-benzyl-3-methylpiperidin-4-one (5.25 g, 25.8 mmol), BOC-anhydride (6.60 mL, 28.4 mmol), and 10percent palladium on carbon (0.275 g, 2.58 mmol) in ethanol (100 mL) was degassed under vacuum and nitrogen, then hydrogenated at 50 psi for 4 hours. The catalyst was removed by filtration, rinsed with methanol, and the combined filtrate and rinsings were concentrated in vacuo. The residue was purified over a 330 g silica gel column, eluting at 100 mL/min with a 10percent to 30percent ethyl acetate/hexanes gradient followed by 30percent ethyl acetate/hexanes to yield the title compound (5.07 g, 23.77 mmol, 92percent yield) as a colorless oil, which solidified upon standing. MS (ESI+)=158.1 (M-tert-Bu)+.
88% With palladium on activated charcoal; hydrogen In methanol for 12 h; Preparation of tert-butyl 3-methyl-4-oxopiperidine-1-carboxylate
A solution of 1-benzyl-3-methylpiperidin-4-one (1.63 g, 8.018 mmol) and di-tert-butyl dicarbonate (1.925 g, 8.82 mmol) in 50 ml of Methanol was hydrogenated using H-Cube (Controlled H2 at 50 bar, flow rate 1.0 ml/min) with Pd-C cartridge.
The reaction mixture was recirculated for 12 hours.
After washing the H-Cube thoroughly with Methanol, the solvent was evaporated and the resulting oil was purified by silica gel chromatography to afford the title compound (1.5 g, 88percent).
81% With hydrogen In methanol 1-BENZYL-3-METHYL-PIPERIDIN-4-ONE (6.5 g, 32.0 mmol) was dissolved in methanol (30 mL). Di-tert-butyl dicarbonate (10.46 g, 48.0 mmol) was added followed by palladium hydroxide (20percent, 100 mg) and the reaction shaken overnight at 55 psi under a hydrogen atmosphere. The reaction was filtered and concentrated in vacuo to give a clear oil. Flash column chromatography (75: 25 hexanes/ethyl acetate) afforded the title compound as a white solid. Wt.: 5. 5 G (81percent).APOS;H NMR (300 MHz, CDC13) 8 4.18 (M, 2H), 3.25 (M, 1H), 2.84 (M, 1H), 2.53 (M, 1H), 2.43 (M, 2H), 1.50 (s, 9H), 1.05 (d, 3H).
81% With hydrogen In methanol 1-BENZYL-3-METHYL-PIPERIDIN-4-ONE (6.5 g, 32.0 mmol) was dissolved in methanol (30 mL). Di-tert-butyl dicarbonate (10.46 g, 48.0 mmol) was added followed by palladium hydroxide (20percent, 100 mg) and the reaction shaken overnight at 55 psi under a hydrogen atmosphere. The reaction was filtered and CONCENTRATED IN VACUO to give a clear oil. Flash column chromatography (75: 25 hexanes/ethyl acetate) afforded the title compound as a white solid. Wt.: 5.5 g (81percent).APOS;H NMR (300 MHz, CDC13) 8 4.18 (m, 2H), 3.25 (m, 1H), 2.84 (m, 1H), 2.53 (m, 1H), 2.43 (m, 2H), 1.50 (s, 9H), 1.05 (d, 3H).
78% With hydrogen; palladium(II) hydroxide In ethanol at 20℃; for 6 h; Autoclave Step 3: te/ -Butyl 3-methyl-4-oxopiperidine-1-carboxylate. To a solution of 1-benzyl-3- methylpiperidin-4-one (6 g, 29.5 mmol) in ethanol was added Boc-anhydride (8 g, 36.9 mmol), Pd(OH)2 (2.4 g, 40percent wt of ketone) and the reaction mixture was stirred under hydrogen atmosphere (100 psi) in autoclave for 6 h at room temperature. After completion, the reaction mixture was concentrated in vacuo to obtain a crude residue which was purified by silica gel column chromatography (10-15percent EtOAc in hexane) to afford the title compound (8.8 g, 78percent). 1 H NMR (400 MHz, CDCI3): δ 4.20-4.16 (m, 2H), 3.29-3.22 (m, 1 H), 2.85 (br.s, 1 H), 2.57-2.38 (m, 3H), 1.49 (s, 9H), 1.04 (d, J = 6.4 Hz, 3H); LCMS: m/e 235 [M+Na]+
2.2 g With hydrogen; palladium(II) hydroxide In ethyl acetate at 20℃; A mixture of l-benzyl-3-methyl-4-piperidone (2.0 g, 9.84 mmol), di-tert-butyl dicarbonate (2.36 g, 10.8 mmol) and Example A.16 a) Preparation of intermediate (37)Pearlman's catalyst (palladium(II)hydroxide) (0.35 g, 2.46 mmol) in EtOAc (50 ml) was hydrogenated (3 bar, room temperature) overnight in a Parr shaker. The reaction mixture was filtered through a short pad of celite, the cake was washed with EtOAc, the filtrate was washed with water then brine, dried (MgS04) and evaporated till dryness, yielding 2.2 g of intermediate (37).
2.2 g With 10 wt% Pd(OH)2 on carbon; hydrogen In ethyl acetate at 20℃; a) Preparation of intermediate (A20)A mixture of l-benzyl-3-methyl-4-piperidone (2.0 g, 9.84 mmol), di-tert-butyl dicarbonate (2.36 g, 10.8 mmo 1) and Pearlman’ s catalyst (palladium(II)hydroxide) (0.35 g, 2.46 mmol) in EtOAc (50 ml) was hydrogenated (3 bar, room temperature) overnight in a Parr shaker. The reaction mixture was filtered through a short pad ofcelite, the cake was washed with EtOAc, the filtrate was washed with water then brine, dried (MgSO4) and evaporated till dryness, yielding 2.2 g of intermediate (A20).

Reference: [1] Patent: US2005/182095, 2005, A1, . Location in patent: Page/Page column 30
[2] Patent: WO2011/159852, 2011, A1, . Location in patent: Page/Page column 11-12
[3] Patent: US2010/113465, 2010, A1, . Location in patent: Page/Page column 34-35
[4] Patent: WO2018/5881, 2018, A1, . Location in patent: Page/Page column 126
[5] Patent: US2010/204274, 2010, A1, . Location in patent: Page/Page column 54-55
[6] Patent: US2013/324547, 2013, A1, . Location in patent: Paragraph 0495
[7] Patent: WO2004/58736, 2004, A1, . Location in patent: Page 26; 30
[8] Patent: WO2004/58709, 2004, A1, . Location in patent: Page 31; 35
[9] Patent: WO2016/120850, 2016, A1, . Location in patent: Page/Page column 42
[10] Patent: US2002/169155, 2002, A1,
[11] Patent: US2005/70549, 2005, A1,
[12] Patent: WO2013/21052, 2013, A1, . Location in patent: Page/Page column 30
[13] Patent: WO2014/23815, 2014, A1, . Location in patent: Page/Page column 43
[14] Patent: WO2016/120849, 2016, A1, . Location in patent: Page/Page column 70
[15] Patent: US2016/31908, 2016, A1, . Location in patent: Paragraph 1141; 1142; 1143
[16] Patent: WO2018/125880, 2018, A1, . Location in patent: Page/Page column 98-99
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[ 34737-89-8 ]

Aliphatic Heterocycles

Chemical Structure| 83507-33-9

[ 83507-33-9 ]

3-Benzyl-3-azabicyclo[3.2.1]octan-8-one

Similarity: 0.95

Chemical Structure| 3612-20-2

[ 3612-20-2 ]

1-Benzylpiperidin-4-one

Similarity: 0.90

Chemical Structure| 22065-85-6

[ 22065-85-6 ]

1-Benzylpiperidine-4-carbaldehyde

Similarity: 0.88

Chemical Structure| 1303968-15-1

[ 1303968-15-1 ]

1-Benzyl-4-methylpiperidin-3-one hydrochloride

Similarity: 0.87

Chemical Structure| 28957-72-4

[ 28957-72-4 ]

8-Benzyl-8-azabicyclo[3.2.1]octan-3-one

Similarity: 0.81

Piperidines

Chemical Structure| 3612-20-2

[ 3612-20-2 ]

1-Benzylpiperidin-4-one

Similarity: 0.90

Chemical Structure| 446302-83-6

[ 446302-83-6 ]

1-Benzyl-3-phenylpiperidin-4-one

Similarity: 0.89

Chemical Structure| 32018-96-5

[ 32018-96-5 ]

1-Benzyl-4-methylpiperidin-3-one

Similarity: 0.89

Chemical Structure| 22065-85-6

[ 22065-85-6 ]

1-Benzylpiperidine-4-carbaldehyde

Similarity: 0.88

Chemical Structure| 1303968-15-1

[ 1303968-15-1 ]

1-Benzyl-4-methylpiperidin-3-one hydrochloride

Similarity: 0.87