[ CAS No. 2971-79-1 ] {[proInfo.proName]}

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2D 3D

Structure of 2971-79-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 2971-79-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 2971-79-1 ]

SDS Specification

Alternatived Products of [ 2971-79-1 ]

Product Details of [ 2971-79-1 ]

CAS No. :	2971-79-1	MDL No. :	MFCD00190578
Formula :	C₇H₁₃NO₂	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	-
M.W :	143.18	Pubchem ID :	-
Synonyms :		Chemical Name :	Methyl piperidine-4-carboxylate

Calculated chemistry of [ 2971-79-1 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.86
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	41.65
TPSA :	38.33 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.49 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.93
Log Po/w (XLOGP3) :	-0.44
Log Po/w (WLOGP) :	-0.22
Log Po/w (MLOGP) :	0.35
Log Po/w (SILICOS-IT) :	0.9
Consensus Log Po/w :	0.5

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.32
Solubility :	68.8 mg/ml ; 0.48 mol/l
Class :	Very soluble
Log S (Ali) :	0.1
Solubility :	180.0 mg/ml ; 1.26 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-1.14
Solubility :	10.3 mg/ml ; 0.0723 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.19

Safety of [ 2971-79-1 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P210-P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501	UN#:
Hazard Statements:	H227-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2971-79-1 ]

* 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 [ 2971-79-1 ]
Downstream synthetic route of [ 2971-79-1 ]

[ 2971-79-1 ] Synthesis Path-Upstream 1~3

1
[ 67-56-1 ]
[ 2971-79-1 ]
[ 1690-75-1 ]

Yield	Reaction Conditions	Operation in experiment
91%	With formaldehyd; formic acid In water for 3 h; Heating / reflux	To a stirred solution of methyl isonipecotate (L. OOG, 7.00 mmol) in methanol (25 ml) was added formic acid (5.52g, 12.00 mmol) and a solution of formaldehyde (2.67g, 35.00 mmol, 40percent aqueous) and the reaction heated at reflux. After 3 hours the reaction was cooled and concentrated under reduced pressure. The aqueous solution was basified with NAHC03 and extracted with DCM (3 x 30 ml), dried (MGSO4) and concentrated under reduced pressure to give a brown liquid (L. OOG, 910-.) ; b (270 MHz; CDC13 ; Me4Si), 1.69-2. 03 (6 H, m), 2.23-2. 32 (4H, m), 2.78- 2.83 (2H, m), 3.68 (3 H, s); M/Z (APCI) 158 (100percent [M+H] +), 126 (33, C7H120N).

Reference： [1] Patent: WO2004/58259, 2004, A1, . Location in patent: Page/Page column 26-27

2
[ 2971-79-1 ]
[ 1690-75-1 ]

Reference： [1] Patent: US5380731, 1995, A,

3
[ 2971-79-1 ]
[ 50-00-0 ]
[ 1690-75-1 ]

Reference： [1] Journal of Organic Chemistry, 1955, vol. 20, p. 1761,1765
[2] Archiwum Chemji i Farmacji, 1936, vol. 3, p. 109,113[3] Chemisches Zentralblatt, 1937, vol. 108, # II, p. 74

[ 2971-79-1 ] Synthesis Path-Downstream 1~6

1
[ 2971-79-1 ]
[ 54453-94-0 ]
[ 898228-92-7 ]

Yield	Reaction Conditions	Operation in experiment
74%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 110℃; for 14h;	(b) Ethyl 6-(4-(methxycarbonyl)piperidin-1-yl)-2,4-dimethylnicotinate; Ethyl 6-chloro-2,4-dimethyhiicotinate (1.04 g. 4.9 mmol), methyl piperidine-4-carboxylate (1.4 g, 9.7 mmol) and DIPEA (2.3 ml, 15 mmol) were combined in DMA (8 ml) and heated at 110 C for 14 hours: The reaction was cooled and partitioned between saturated aqueous NH4Cl (100 ml) and EtOAc (200 ml). The organic phase was washed with additional NH4Cl (2 x 75 ml), water (3 x 75 ml) and brine (50 ml). The organic phase was then dried (Mg5O4), concentrated in vacuo and purified by column chromatography (15% to 20% EtOAc in hexanes) to provide ethyl 6-(4-(methoxycarbonyl)piperidin-1-yl)-2,4-dimethyhiicotinate. Yield: 1.15 g (74%).1H NMR (400 MHz, CDCl3): 6 1.37 (3H, t, J= 7.1 Hz), 1.68-1.78 (2H, m), 1.96-1.99 (2H, m), 2.30 (3H, s), 2.46 (3H, s), 2.52-2.58 (1H, m), 2.93-2.99 (2H, m), 3.70 (3H, s), 4.28-4.36 (4H, m), 6.28 (1H, s). M5 "V2: 321 (M+l).
74%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 110℃; for 14h;	(b) Ethyl 6-(4-(methxycarbonyl)piperidin-1-yl)-2,4-dimethylnicotinate; Ethyl 6-chloro-2,4-dimethyhiicotinate (1.04 g. 4.9 mmol), methyl piperidine-4-carboxylate (1.4 g, 9.7 mmol) and DIPEA (2.3 ml, 15 mmol) were combined in DMA (8 ml) and heated at 110 C for 14 hours: The reaction was cooled and partitioned between saturated aqueous NH4Cl (100 ml) and EtOAc (200 ml). The organic phase was washed with additional NH4Cl (2 x 75 ml), water (3 x 75 ml) and brine (50 ml). The organic phase was then dried (Mg5O4), concentrated in vacuo and purified by column chromatography (15% to 20% EtOAc in hexanes) to provide ethyl 6-(4-(methoxycarbonyl)piperidin-1-yl)-2,4-dimethyhiicotinate. Yield: 1.15 g (74%).1H NMR (400 MHz, CDCl3): 6 1.37 (3H, t, J= 7.1 Hz), 1.68-1.78 (2H, m), 1.96-1.99 (2H, m), 2.30 (3H, s), 2.46 (3H, s), 2.52-2.58 (1H, m), 2.93-2.99 (2H, m), 3.70 (3H, s), 4.28-4.36 (4H, m), 6.28 (1H, s). M5 "V2: 321 (M+l).

Reference： [1]Patent: WO2006/73361,2006,A1 .Location in patent: Page/Page column 195
[2]Patent: WO2006/73361,2006,A1 .Location in patent: Page/Page column 195

2
[ 2971-79-1 ]
[ 146137-79-3 ]
[ 105-56-6 ]
(E)-ethyl α-cyano-2-(methyl isonipecotat-1-yl)-5-cyanocinnamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	In ethanol; at 78℃; for 1h;	General procedure: Cyclic secondary amine (2.5 equiv) was treated with 2-halobenzaldehyde (1 mmol) and active methylidene compound (1 mmol) in EtOH (2 mL) or DMF (2 mL). The mixture was stirred and heated to reflux. After the reaction was completed, the mixture was cooled down to r.t. and poured into H2O (10 mL). Crude products were filtered off and purified by recrystallization in EtOH or by column chromatography on silica gel; 52?88percent yield.

Reference： [1]Synlett,2014,vol. 25,p. 2913 - 2917

3
[ 2971-79-1 ]
[ 32779-36-5 ]
[ 914347-01-6 ]

Yield	Reaction Conditions	Operation in experiment
41%	With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 16h;	Step 1 : DIPEA (4 mL, 23.20 mmol) was added to 5-bromo-2-chloropyrimidine (3.0 g, 15.50 mmol) in acetonitrile (80 mL). Then, methyl isonipecotate (3.321 g, 23.20 mmol) was added to the solution. The reaction mixture was stirred at rt for Ex.9a 16h. The solvent was concentrated to dryness. Water and EtOAc were added to quench the reaction. The organic layer was separated and concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with heptane and a gradient of heptane/EtOAc from [100:0] to [0:100]. The product fractions were combined and concentrated to dryness to afford methyl 1-(5-bromopyrimidin-2-yl)piperidine-4-carboxylate Ex.9a (1 .84 mg, 41 %) as white solid.
		To a solution of methyl 4-piperidinecarboxylate (1.0 g, 6.98 mmol, 1 eq) in ethanol (10 mL) was added DIPEA (4.5 g, 34.92 mmol, 5 eq) the mixture was stirred at room temperature for 15 min, then 5-bromo-2-chloropyrimidine (1.35 g, 6.98 mmol, 1 eq) was added and the mixture was stirred at 70 C for 1 hour. The mixture was concentrated to get methyl l-(5-bromopyrimidin-2- yl)piperidine-4-carboxylate (2 g, 6.66 mmol, 95.41% yield) as a yellow solid used directly in the next step. MS m/e: 302 ([M+H+]+).

Reference： [1]Patent: WO2018/138356,2018,A1 .Location in patent: Page/Page column 35; 40-41
[2]Patent: WO2021/255212,2021,A1 .Location in patent: Page/Page column 610

4
[ 2971-79-1 ]
[ 78385-26-9 ]
1-((3-methyloxetan-3-yl)methyl)piperidine-4-carboxylic acid [ No CAS ]

Reference： [1]Patent: US2019/127370,2019,A1

5
[ 2971-79-1 ]
[ 78385-26-9 ]
methyl 1-((3-methyloxetan-3-yl)methyl)piperidine-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
490 mg	With potassium carbonate; at 90℃;Microwave irradiation;	A solution of methyl piperidine-4-carboxylate (LXXXII) (254 mg, 1.77 mmol), <strong>[78385-26-9]3-(bromomethyl)-3-methyloxetane</strong> (LXXXIII) (439 mg, 2.66 mmol), and potassium carbonate (736 mg, 5.32 mmol) in MeOH (5 mL) was heated by microwave irradiation at 90 C. overnight. The solvent was removed under vacuum and the residue taken up in DCM and filtered. The organic layer was evaporated to give methyl 1-((3-methyloxetan-3-yl)methyl)piperidine-4-carboxylate (LXXXIV) as a brown oil (490 mg) which was used without further purification. ESIMS found for C12H21NO3 m/z 228.2 (M+H).

Reference： [1]Patent: US2019/127370,2019,A1 .Location in patent: Paragraph 0946-0947

6
[ 2971-79-1 ]
[ 72093-11-9 ]
C₁₄H₂₀N₂O₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29

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Technical Information

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[ 2971-79-1 ]

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[ CAS No. 2971-79-1 ] {[proInfo.proName]}

Quality Control of [ 2971-79-1 ]

Related Doc. of [ 2971-79-1 ]

Product Details of [ 2971-79-1 ]

Calculated chemistry of [ 2971-79-1 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 2971-79-1 ]

Application In Synthesis of [ 2971-79-1 ]

[ 2971-79-1 ] Synthesis Path-Upstream 1~3

[ 2971-79-1 ] Synthesis Path-Downstream 1~6

Technical Information

Related Functional Groups of [ 2971-79-1 ]

Esters

Related Parent Nucleus of [ 2971-79-1 ]

Aliphatic Heterocycles

Piperidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 2971-79-1 ]

Related Parent Nucleus of
[ 2971-79-1 ]