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Structure of 534595-51-2

Chemical Structure| 534595-51-2

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Product Details of [ 534595-51-2 ]

CAS No. :534595-51-2
Formula : C13H26N2O2
M.W : 242.36
SMILES Code : CC(C)NC1CCN(CC1)C(=O)OC(C)(C)C
MDL No. :MFCD07367732
InChI Key :GVPSIFSYYZXVQC-UHFFFAOYSA-N
Pubchem ID :20801236

Safety of [ 534595-51-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317-H319
Precautionary Statements:P280-P305+P351+P338

Computational Chemistry of [ 534595-51-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 17
Num. arom. heavy atoms 0
Fraction Csp3 0.92
Num. rotatable bonds 5
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 73.82
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

41.57 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

3.41
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.04
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.0
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

1.71
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

1.36
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.11

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.3
Solubility 1.22 mg/ml ; 0.00504 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-2.54
Solubility 0.697 mg/ml ; 0.00288 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-2.15
Solubility 1.7 mg/ml ; 0.007 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.33 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.45

Application In Synthesis of [ 534595-51-2 ]

* 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 [ 534595-51-2 ]

[ 534595-51-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 534595-51-2 ]
  • 3-(trifluoromethyl)benzene-1-sulfinic chloride [ No CAS ]
  • [ 943224-30-4 ]
YieldReaction ConditionsOperation in experiment
With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; at 20℃; for 2.0h; To a solution of tert-butyl 4-(isopropyIamino)piperidine-carboxylate (0.25 g) (prepared using similar chemistry described in Step 1 , Example 1) in CH2Cl2 (10 ml) were added 3- trifluoromethylsulfinylchloride (1.4 mL; 0.8 M in THF solution) [J. Org. Chem. USSR (Engl. Transl.) 13: 2086-2087 (1977)], N,N-dimethyIamnopyridine (2 grains), diisopropylethylamine (0.71 mL). The resulting reaction mixture was stirred at room temperature two hours, and then diluted with ether (50 mL), washed with IN HCl (50 mL) and then 50 ml 5 % KOH. The organic phase was washed with water, dried over Na2SOi, filtered and concentrated. The residue obtained was purified by silica gel <n="39"/>chromatography using ethyl acetate/hexane (1 :3) to afford the titled compound as a white solid (110 mg). 1H NMR (CDCl3): 7.94 (s, IH), 7.87 (d, J=7.8 Hz5 IH), 7.76 (d, J=8.0 Hz, IH), 7.66 (t, J=7.8 Hz, IH), 4.2 (b, 2H)5 3.57 (qint, J=4.6 Hz5 IH)5 3.23 (m, IH), 2.74 (b5 IH), 2.60 (b, IH), 2.15 (m5 IH)5 1.95 (m5 IH)5 1.75 (m, 1 H), 1.48 (s, 9H), 1.43 (d, J=5.6 HZ5 3H)5 1.15 (b5 3H). MS: m/e 435 (M-H )+.
  • 2
  • [ 79099-07-3 ]
  • [ 75-31-0 ]
  • [ 534595-51-2 ]
YieldReaction ConditionsOperation in experiment
41% With sodium cyanoborohydride; acetic acid; In methanol; at 20℃; for 1.0h; To the solution of tert-butyl 4-oxopiperidine-1-carboxylate (5.0 g, 25.09 mmol) in methanol (35 mL) was added isopropylamine (1.07 mL, 12.54 mmol), acetic acid (0.94 mL, 16.30 mmol) and sodium cyanoborohydride (1.0 g, 16.30 mmol). The resulting solution was stirred at room temperature for 1 hour, then quenched with water. The solution was concentrated in vacuo and redissolved in ethyl ether. The organics were extracted with 0.1 N HCl. The aqueous extracts were basified with 1 N NaOH (pH >8) and extracted with ethyl ether. The organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo, to afford tert-butyl 4-(isopropylamino)piperidine-1-carboxylate (1.2 g, 41%) as a clear liquid
41% With sodium cyanoborohydride; acetic acid; In methanol; at 20℃; for 1.0h; Example 41 Preparation of N-(1-(4-(5,7-dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl)piperidin-4-yl)-N-isopropylacetamide To the solution of tert-butyl 4-oxopiperidine-1-carboxylate (5.0 g, 25.09 mmol) in methanol (35 mL) was added isopropylamine (1.07 mL, 12.54 mmol), acetic acid (0.94 mL, 16.30 mmol) and sodium cyanoborohydride (1.0 g, 16.30 mmol). The resulting solution was stirred at room temperature for 1 hour, then quenched with water. The solution was concentrated in vacuo and redissolved in ethyl ether. The organics were extracted with 0.1 N HCl. The aqueous extracts were basified with 1 N NaOH (pH>8) and extracted with ethyl ether. The organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo, to afford tert-butyl 4-(isopropylamino)piperidine-1-carboxylate (1.2 g, 41%) as a clear liquid.
500 mg (2.51 mmol, 1 eq) 1-Boc-4-piperidinone are placed in 7 mL of 1,2-dichloroethane, 214 muL (2.51 mmol, 1 eq) isopropylamine are added and the mixture is stirred for 20 min at RT. After the addition of 145 muL (2.51 mmol, 1 eq) glacial acetic acid, 745 mg (3.5 mmol, 1.4 eq) sodium trisacetoxyborohydride are added batchwise and the mixture is stirred overnight at RT. The reaction mixture is combined with 25 mL saturated, aqueous NaHCO3 solution, then after the development of gas has ended it is extracted 3 times with 20 mL DCM, the combined organic phases are dried on MgSO4, the solvent is eliminated in vacuo and 527 mg of the amine product is obtained, which is used without any further purification.
With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 0 - 20℃; for 24.0h;Molecular sieve; EXAMPLE 1; N-Isopropyl-N-piperidin-4-yl-3 -trifluoromethylbenzenesulfonamide (6); [0480] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 mL) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with IN <n="152"/>NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).
Example 1; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethyl-benzenesulfonamide (6); NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4 beads, 20 g, Aldrich) in DCE (200 mL) at 0 C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2 mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 C. for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with 1N NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).
EXAMPLE 10; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethylbenzenesulfonamide (19); [0258] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 14 (10 g, 50 mmol, Aldrich), compound 15 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 ml) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2ml), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 16 as a colorless oil. Compound 17 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 16, TEA (10 ml) and DCM (10 ml) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 ml), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 18 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 ml of 1,4-dioxane. HCl (10 ml, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 19 as HCl-salt, which was suspended in EtOAc, and neutralized with IN <n="87"/>NaOH aq, concentrated and dried under vacuum to give compound 19 as colorless oil (5 g, yield 65%).

  • 3
  • [ 534595-51-2 ]
  • [ 777-44-6 ]
  • [ 943223-57-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 20 - 37℃; for 48.0h; EXAMPLE 1; N-Isopropyl-N-piperidin-4-yl-3 -trifluoromethylbenzenesulfonamide (6); [0480] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 mL) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with IN <n="152"/>NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).
With triethylamine; In dichloromethane; at 37℃; for 48.0h; Example 1; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethyl-benzenesulfonamide (6); NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4 beads, 20 g, Aldrich) in DCE (200 mL) at 0 C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2 mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 C. for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with 1N NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).
With triethylamine; In dichloromethane; at 20 - 37℃; for 48.0h; EXAMPLE 10; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethylbenzenesulfonamide (19); [0258] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 14 (10 g, 50 mmol, Aldrich), compound 15 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 ml) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2ml), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 16 as a colorless oil. Compound 17 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 16, TEA (10 ml) and DCM (10 ml) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 ml), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 18 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 ml of 1,4-dioxane. HCl (10 ml, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 19 as HCl-salt, which was suspended in EtOAc, and neutralized with IN <n="87"/>NaOH aq, concentrated and dried under vacuum to give compound 19 as colorless oil (5 g, yield 65%).
  • 5
  • [ 87120-72-7 ]
  • [ 67-64-1 ]
  • [ 534595-51-2 ]
YieldReaction ConditionsOperation in experiment
With sodium cyanoborohydride; acetic acid; In acetonitrile; at 20℃; for 16.0h; (i) 4-Isopropylamino-piperidine-1-carboxylic acid tert-butyl ester To a solution of 1.5 g 4-Amino-piperidine-1-carboxylic acid tert-butyl ester in 20 ml acetonitrile, 2.6 ml acetone, 0.94 g Na(CN)BH3 and 0.3 ml acetic acid were added. After stirring for 16 h at RT the solvent was removed under reduced pressure and the residue was partitioned between 30 ml of water and 30 ml of ethyl acetate. The organic layer was washed with saturated Na2CO3 solution, water and was dried over Na2SO4. Removal of the solvent under reduced pressure yields a white solid. Yield: 2.8 g MS (ES+): m/e=243.
  • 6
  • [ 534595-51-2 ]
  • [ 50712-67-9 ]
  • [ 1009633-60-6 ]
  • 7
  • [ 534595-51-2 ]
  • [ 75-36-5 ]
  • [ 1246249-81-9 ]
YieldReaction ConditionsOperation in experiment
59% With triethylamine; In dichloromethane; at 0℃; for 2.5h; To a 0 C. solution of <strong>[534595-51-2]tert-butyl 4-(isopropylamino)piperidine-1-carboxylate</strong> (1.2 g, 5.19 mmol) in CH2Cl2 (18 mL) was added Et3N (1.44 mL, 10.38 mmol) followed by acetyl chloride (0.55 mL, 7.78 mmol). The resulting solution was stirred for 2.5 hours, then concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% of EtOAc/CH2Cl2, to afford tert-butyl 4-(N-isopropylacetamido)piperidine-1-carboxylate (0.88 g, 59%)
59% With triethylamine; In dichloromethane; for 2.5h; To a 0 C. solution of <strong>[534595-51-2]tert-butyl 4-(isopropylamino)piperidine-1-carboxylate</strong> (1.2 g, 5.19 mmol) in CH2Cl2 (18 mL) was added Et3N (1.44 mL, 10.38 mmol) followed by acetyl chloride (0.55 mL, 7.78 mmol). The resulting solution was stirred for 2.5 hours, then concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% of EtOAc/CH2Cl2, to afford tert-butyl 4-(N-isopropylacetamido)piperidine-1-carboxylate (0.88 g, 59%).
  • 8
  • [ 534595-51-2 ]
  • N-isopropyl-N-(piperidin-4-yl)acetamide hydrogen chloride [ No CAS ]
  • 9
  • [ 534595-51-2 ]
  • [ 1246249-83-1 ]
  • 10
  • [ 534595-51-2 ]
  • [ 1246249-80-8 ]
  • 11
  • [ 534595-51-2 ]
  • [ 1246249-90-0 ]
  • 12
  • [ 534595-51-2 ]
  • [ 1137153-73-1 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 534595-51-2 ]

Amides

Chemical Structure| 147539-41-1

A168393 [147539-41-1]

tert-Butyl 4-(methylamino)piperidine-1-carboxylate

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tert-Butyl 4-(propylamino)piperidine-1-carboxylate

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Chemical Structure| 108612-54-0

A191686 [108612-54-0]

tert-Butyl methyl(piperidin-4-yl)carbamate

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Chemical Structure| 207405-68-3

A114194 [207405-68-3]

tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Similarity: 0.98

Chemical Structure| 744183-20-8

A123720 [744183-20-8]

tert-Butyl exo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

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Amines

Chemical Structure| 147539-41-1

A168393 [147539-41-1]

tert-Butyl 4-(methylamino)piperidine-1-carboxylate

Similarity: 1.00

Chemical Structure| 301225-58-1

A172639 [301225-58-1]

tert-Butyl 4-(propylamino)piperidine-1-carboxylate

Similarity: 1.00

Chemical Structure| 108612-54-0

A191686 [108612-54-0]

tert-Butyl methyl(piperidin-4-yl)carbamate

Similarity: 1.00

Chemical Structure| 207405-68-3

A114194 [207405-68-3]

tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Similarity: 0.98

Chemical Structure| 744183-20-8

A123720 [744183-20-8]

tert-Butyl exo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Similarity: 0.98

Related Parent Nucleus of
[ 534595-51-2 ]

Piperidines

Chemical Structure| 147539-41-1

A168393 [147539-41-1]

tert-Butyl 4-(methylamino)piperidine-1-carboxylate

Similarity: 1.00

Chemical Structure| 301225-58-1

A172639 [301225-58-1]

tert-Butyl 4-(propylamino)piperidine-1-carboxylate

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