[ CAS No. 19733-56-3 ] {[proInfo.proName]}

Name: 19733-56-3|4-(Piperidin-3-yl)aniline|95%
Brand: Ambeed
SKU: A137795
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2D 3D

Structure of 19733-56-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 19733-56-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 19733-56-3 ]

SDS Specification

Alternatived Products of [ 19733-56-3 ]

Product Details of [ 19733-56-3 ]

CAS No. :	19733-56-3	MDL No. :	MFCD11047425
Formula :	C₁₁H₁₆N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	COUOFYDJUDASPJ-UHFFFAOYSA-N
M.W :	176.26	Pubchem ID :	24904214
Synonyms :

Calculated chemistry of [ 19733-56-3 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.45
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	2.0
Molar Refractivity :	59.64
TPSA :	38.05 Å²

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) :	-6.42 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.96
Log Po/w (XLOGP3) :	1.35
Log Po/w (WLOGP) :	1.36
Log Po/w (MLOGP) :	1.73
Log Po/w (SILICOS-IT) :	2.02
Consensus Log Po/w :	1.68

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.06
Solubility :	1.54 mg/ml ; 0.00873 mol/l
Class :	Soluble
Log S (Ali) :	-1.75
Solubility :	3.13 mg/ml ; 0.0177 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.24
Solubility :	0.1 mg/ml ; 0.00057 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.69

Safety of [ 19733-56-3 ]

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 [ 19733-56-3 ]

* 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 [ 19733-56-3 ]
Downstream synthetic route of [ 19733-56-3 ]

[ 19733-56-3 ] Synthesis Path-Upstream 1~6

1
[ 4282-46-6 ]
[ 19733-56-3 ]

Yield	Reaction Conditions	Operation in experiment
80.7%	With hydrogenchloride; platinum(IV) oxide; hydrogen In methanol at 10 - 40℃; for 18 h;	(20.0 g), methanol (180 mL) and 0.1 m hydrochloric acid are added to a hydrogenation reaction, and the reaction is carried out in the same manner as in the literature (Org. Process Res. Dev.2011, 15, 831-840). Specifically, 3- (4-nitrophenyl) Kettle, then add PtO₂(2 g) was evacuated and the nitrogen was exchanged and the reaction mixture was cooled to 10 ° C₂The reaction mixture was heated to 40 ° C, stirred for 18 h, cooled to room temperature, neutralized with sodium hydroxide solution, extracted with isopropyl acetate, concentrated, and added to the reaction mixture. The amount of N- (4- (pyridin-3-yl) phenyl) hydroxylamine was 4.2percent

Reference： [1] Journal of Medicinal Chemistry, 2009, vol. 52, # 22, p. 7170 - 7185
[2] Patent: CN106432054, 2017, A, . Location in patent: Paragraph 0045; 0046
[3] Organic Process Research and Development, 2011, vol. 15, # 4, p. 831 - 840
[4] Patent: CN106432055, 2017, A,
[5] Patent: CN106749181, 2017, A,

2
[ 40114-49-6 ]
[ 358-23-6 ]
[ 171364-83-3 ]
[ 19733-56-3 ]

Yield	Reaction Conditions	Operation in experiment
9.3 g	Stage #1: With N-ethyl-N,N-diisopropylamine In dichloromethane at -60℃; Inert atmosphere Stage #2: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran-d8 for 8 h; Inert atmosphere; Reflux	Example 1 Compound 3 (36.0 g, 0.19 mol) was dissolved in 190 mL of methylene chloride under a nitrogen atmosphere,Diisopropylethylamine (27.0 g, 0.21 mol) was added and the temperature was lowered to -60 ° C. Trifluoromethanesulfonic anhydride (59.2 g,0.21 mol) was added and reacted at this temperature. After the reaction, water was added, the temperature was raised to room temperature, the mixture was extracted with ethyl acetate, and saturated sodium bicarbonateAfter washing and drying of the organic phase, the solvent was distilled off under reduced pressure to give 44.5 g of compound 3 as a light yellow solid. Example 2 A mixture of compound 3 (39.0 g, 0.12 p-nitrophenyl boronate mol) under nitrogen was added 130 mL of tetrahydrofuranAfter dissolution, (31.4 g, 0.13 mol), palladium tetrakistriphenylphosphine (6.9 g, 6.0 mmol), potassium carbonate(33.1 g, 0.13 mol) and heated to reflux temperature and reacted at this temperature for 8 hours, after which time the system was lowered to roomThe reaction solution was filtered through celite and the filtrate was evaporated under reduced pressure to a partial solvent, the crystals precipitated at low temperature, filtered to give a mixture of compounds 5,6The compound was 37.5 g as a light brown solid. Example 3 In an autoclave, 110 mL of methanol was added to a mixture of compounds 5 and 6 (19.0 g, 0.065 mol), 30 mL of acetic acid was added, 1.5 g of palladium hydroxide was added,After the introduction of hydrogen, after 12 at atmospheric pressure for 24 hours, after the reaction,The solid was filtered off and most of the methanol in the filtrate was evaporated under reduced pressure. 130 mL of 1 mL sodium hydroxide solution was added and the mixture was stirred for 20 minutes.The mixture was extracted twice with ethyl acetate (2 * 100 mL), the organic phase was washed once with saturated citric acid (100 mL) and the organic phase was washed with anhydrous sodium sulfateDrying, the organic phase pressure steaming to give a pale yellow solid 9.3g.

Reference： [1] Patent: CN106749180, 2017, A, . Location in patent: Paragraph 0042; 0043; 0044; 0045; 0046; 0047

3
[ 1692-25-7 ]
[ 19733-56-3 ]

Reference： [1] Organic Process Research and Development, 2011, vol. 15, # 4, p. 831 - 840

4
[ 586-78-7 ]
[ 19733-56-3 ]

Reference： [1] Organic Process Research and Development, 2011, vol. 15, # 4, p. 831 - 840

5
[ 2945-08-6 ]
[ 19733-56-3 ]

Reference： [1] Patent: CN106883166, 2017, A,

6
[ 104-03-0 ]
[ 19733-56-3 ]

Reference： [1] Patent: CN106883166, 2017, A,

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Yield	Reaction Conditions	Operation in experiment
96%	With 5%-palladium/activated carbon; hydrogen; acetic acid; at 30℃; under 1125.11 - 1500.15 Torr; for 12h;	186.0 g of 1-benzyl-3- (4-nitrophenyl) pyridinium bromide was dissolved in 1.0 L of acetic acid,Adding 15 g of 5% palladium on carbon, replacing it with nitrogen for 3 times, replacing 5 times with hydrogen, introducing 2 bar of hydrogen, slowly warming to 30 C, catalyzing hydrogen reaction for more than 12 h under 1.5 bar pressure, recovering catalyst by filtration,To the residue was added 2 L of water, adjusted to pH 14 with sodium hydroxide solution, extracted with ethyl acetate (500 mL x 3 times)The organic phases were combined and concentrated under reduced pressure to give 84.7 g of a pale yellow solid, 96.0% yield, 99.14% HPLC purity,impurity N- (4- (pyridin-3-yl) phenyl) hydroxylamine Not detected, N- (4- (piperidin-3-yl) phenyl) acetamide Not detected.
9.3 g		Compound 3 (43.0 g, 0.12 mol) was added to 130 mL of methanol,The reaction solution was cooled to 3-5 C,Sodium borohydride (18.2 g, 0.48 mol) was added and the addition was complete,After stirring at this temperature for 30 minutes,The reaction was carried out at room temperature for 8 hours. After most of the methanol was distilled off under reduced pressure, 110 mL of water was added,(2 * 150 mL) was extracted with ethyl acetate and the organic phase was dried over anhydrous sodium sulfate. The organic phase was evaporated to dryness to give 22.8 g of a pale yellow solid.; In the autoclave,To a mixture of compounds 5, 6 (19.0 g, 0.065 mol) was added 110 mL of methanol,Add acetic acid 30mL,Adding 1.5 g of palladium hydroxide, introducing hydrogen gas,After the reaction at 12 atmospheres for 24 hours, after the reaction is completed,The solid was filtered off and most of the methanol in the filtrate was distilled off under reduced pressure. 130 mL of 1 mL of sodium hydroxide solution was added,After stirring for 20 minutes, the mixture was extracted twice with ethyl acetate (2 * 100 mL) and the organic phase was washed once with saturated citric acid (100 mL)The organic phase was dried over anhydrous sodium sulfate and the organic phase was evaporated to dryness to give 9.3 g of a pale yellow solid.

[ CAS No. 19733-56-3 ] {[proInfo.proName]}

Quality Control of [ 19733-56-3 ]

Related Doc. of [ 19733-56-3 ]

Product Details of [ 19733-56-3 ]

Calculated chemistry of [ 19733-56-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 19733-56-3 ]

Application In Synthesis of [ 19733-56-3 ]

[ 19733-56-3 ] Synthesis Path-Upstream 1~6

[ 19733-56-3 ] Synthesis Path-Downstream 1~46

Related Functional Groups of [ 19733-56-3 ]

Aryls

Amines

Related Parent Nucleus of [ 19733-56-3 ]

Aliphatic Heterocycles

Piperidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 19733-56-3 ]

Related Parent Nucleus of
[ 19733-56-3 ]