[ CAS No. 1239363-36-0 ] {[proInfo.proName]}

Name: 1239363-36-0|tert-Butyl 2',6'-dichloro-5,6-dihydro-[4,4'-bipyridine]-1(2H)-carboxylate|97%
Brand: Ambeed
SKU: A1191592
Price: 25.0 USD
Availability: InStock
Rating: 96 (35 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

DV 2D 3D

3d Animation Molecule Structure of 1239363-36-0

Structure of 1239363-36-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 1239363-36-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1239363-36-0 ]

SDS Specification

Alternatived Products of [ 1239363-36-0 ]

Product Details of [ 1239363-36-0 ]

CAS No. :	1239363-36-0	MDL No. :	MFCD29054417
Formula :	C₁₅H₁₈Cl₂N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YKCPWKZRCSVCKE-UHFFFAOYSA-N
M.W :	329.22	Pubchem ID :	90015018
Synonyms :

Calculated chemistry of [ 1239363-36-0 ]

Physicochemical Properties

Num. heavy atoms :	21
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.47
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	89.21
TPSA :	42.43 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.57
Log Po/w (XLOGP3) :	3.83
Log Po/w (WLOGP) :	4.03
Log Po/w (MLOGP) :	2.88
Log Po/w (SILICOS-IT) :	3.5
Consensus Log Po/w :	3.56

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.24
Solubility :	0.0189 mg/ml ; 0.0000573 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.42
Solubility :	0.0126 mg/ml ; 0.0000383 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.61
Solubility :	0.00816 mg/ml ; 0.0000248 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.18

Safety of [ 1239363-36-0 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501	UN#:	2811
Hazard Statements:	H301-H311-H331	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 1239363-36-0 ]

* 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 [ 1239363-36-0 ]

[ 1239363-36-0 ] Synthesis Path-Downstream 1~25

1
[ 1239363-36-0 ]
[ 7143-01-3 ]
[ 1239363-37-1 ]

Yield	Reaction Conditions	Operation in experiment
		Step 2 2,6-Dichloro-4-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridine 327 mg of t-butyl 4-(2,6-dichloropyridin-4-yl)-5,6-dihydropyridine-1(2H)-carbamate was dissolved in 4 ml of methylene chloride, and 2 ml of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 1 hour. The reaction solution was poured into 2N sodium hydroxide aqueous solution, and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed in turn with water and brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 221 mg of a brown solid. The obtained solid was dissolved in 10 ml of methylene chloride, and 270 mul of triethylamine, 251 mg of methanesulfonic anhydride and 1 mg of 4-dimethylaminopyridine were added thereto, and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added a saturated aqueous solution of sodium bicarbonate, and then the mixture was subjected to extraction with ethyl acetate, and the organic layer was washed in turn with water and brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 236 mg of the objective compound as pale brown powder.

Reference： [1]Patent: US2011/288065,2011,A1 .Location in patent: Page/Page column 60

2
[ 138647-49-1 ]
[ 408492-27-3 ]
[ 1239363-36-0 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 80℃; for 1.5h;Inert atmosphere;	4-(2,6-dichloropyridin-4-yl)-5,6-dihydropyridine-1(2H)-carbamate 874 mg of 2,6-dichloro-4-(4,4,5,5,-tetramethyl-1,3,2-dioxaboran-2-yl)pyridine, 1.06 g of t-butyl 4-(trifluoromethylsulfonyl oxy)-5,6-dihydropyridine-1(2H)-carbamate, 1.33 g of potassium carbonate and 26 mg of 1,1'-bis(diphenylphosphino)ferrocene-palladium(II) dichloride-dichloromethane complex were added in turn to 16 ml of degassed dimethylformamide, and the mixture was stirred at 80 C. for 1.5 hours under argon atmosphere. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 631 mg of the objective compound.

Reference： [1]Patent: US2011/288065,2011,A1 .Location in patent: Page/Page column 60

3
[ 1239363-36-0 ]
[ 1239362-67-4 ]

Reference： [1]Patent: US2011/288065,2011,A1

4
[ 1239363-36-0 ]
[ 1239363-38-2 ]

Reference： [1]Patent: US2011/288065,2011,A1

5
[ 1239363-36-0 ]
[ 1239363-39-3 ]

Reference： [1]Patent: US2011/288065,2011,A1

6
[ 1239363-36-0 ]
tert-butyl 4-(2-((2-hydroxyethyl)(methyl)amino)-6-(4-methylpyridin-2-ylamino)pyridin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]

Reference： [1]Patent: WO2013/174780,2013,A1

7
[ 1239363-36-0 ]
tert-butyl 4-(2-((2-hydroxyethyl)(methyl)amino)-6-(4-methylpyridin-2-ylamino)-pyridin-4-yl)piperidine-1-carboxylate [ No CAS ]

Reference： [1]Patent: WO2013/174780,2013,A1

8
[ 1239363-36-0 ]
2-(methyl(6-(4-methylpyridin-2-ylamino)-4-(piperidin-4-yl)pyridin-2yl)amino)ethanol [ No CAS ]

Reference： [1]Patent: WO2013/174780,2013,A1

9
[ 109-83-1 ]
[ 1239363-36-0 ]
tert-butyl 4-(2-chloro-6-((2-hydroxyethyl)(methyl)amino)pyridin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 100℃; for 4h;	Step 2: tert-butyl 4-(2-chloro-6-((2-hydroxyethyl)(methyl)amino)pyridin-4-yl)-5 ,6-dihydropyridine- 1 (2H)-car boxylate A solution of tert-butyl 4-(2,6-dichloro-4-pyridyl)-5,6-dihydro-2H-pyridine-l-carboxylate (395 mg, 1.20 mmol) and 2-(methylamino)ethanol (3.5 mL, 44 mmol) in a glass vial was heated in oil bath at 100 C for 4 h. After cooled, it was diluted with water (50 mL), extracted with EtOAc (2 x 50 mL). The combined EtOAc were dried over Na2S04, filtered, concentrated in vacuo, and dried under high vacuum to give orange syrup. It was carried on without further purification. LC-MS : m/z = 367 (M+H+).

Reference： [1]Patent: WO2013/174780,2013,A1 .Location in patent: Page/Page column 200; 201

10
[ 98027-84-0 ]
[ 375853-82-0 ]
[ 1239363-36-0 ]

Yield	Reaction Conditions	Operation in experiment
67%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,2-dimethoxyethane; water; at 110℃; for 1h;Inert atmosphere; Microwave irradiation;	Pd(dppf)Cl2 (0.27 g, 0.37 mmol) was added to a solution of <strong>[98027-84-0]2,6-dichloro-4-iodopyridine</strong> (2.0 g, 7.3 mmol), 1-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester (2.1 g, 7.3 mmol) and cesium carbonate (7.1 g, 22 mmol) in dimethoxyethane (10 mL) and water (1 mL). The reaction was flushed with argon and heated under microwave irradiation at 110 C. for 1 h. The reaction was diluted with EA, washed with water and brine, dried and concentrated. 18-1 (1.62 g. 67%) was purified by flash chromatography (hexane:EA). LC/MS: m/z 329.05 [M+H]+.
56%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; dichloromethane; water; at 90℃;Microwave irradiation; Inert atmosphere;	Step 1 : tert-butyl 4-(2,6-dichloropyridin-4-yl)-5 ,6-dihydropyridine- 1 (2H)-carboxylate To a mixture of <strong>[98027-84-0]2,6-dichloro-4-iodo-pyridine</strong> (1.0 g, 3.7 mmol), tert-butyl 4-(4,4, 5 ,5-tetramethyl- 1 ,3 ,2-dioxaborolan-2-yl)-5 ,6-dihydro-2H-pyridine- 1 -carboxylate (1.4 g; 4.4 mmol), potassium carbonate (1.0 g, 7.3 mmol), and Pd(dppf)Cl2 DCM (300 mg, 0.37 mmol) in 1,4-dioxane (12.0 mL) and water (3.0 mL) was capped in a large CEM microwave vial, de-gassed with N2, and heated in an oil-bath at 90 C for overnight. It was diluted with water (100 mL), extracted with EtO Ac (2 x 100 mL). The combined EtO Ac was washed with brine, dried over MgS04, filtered, and concentrated onto Celite. It was purified by column chromatography (ISCOO, 40 g column, eluded with 0-15 % EtO Ac/Heptane to give 670 mg (56%) of the title compound as a light yellow solid. 1H NMR (400 MHz, CDC13) delta 7.21 (s, 2H), 6.32 (s, 1H), 4.12 (d, J= 2.7 Hz, 2H), 3.63 (t, J= 5.6 Hz, 2H), 2.45 (s, 2H), 1.49 (s, 9H). LC-MS: m/z = 330 (M+H+).

Reference： [1]Patent: US2016/244460,2016,A1 .Location in patent: Paragraph 0637; 0638
[2]Patent: WO2013/174780,2013,A1 .Location in patent: Page/Page column 200
[3]Journal of Medicinal Chemistry,2015,vol. 58,p. 401 - 418

11
[ 1239363-36-0 ]
[ 163457-23-6 ]
tert-butyl 4-(2-chloro-6-(3,3-difluoropyrrolidin-1-yl)pyridin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate [ No CAS ]