[ CAS No. 1256788-36-9 ] {[proInfo.proName]}

Name: 1256788-36-9|2-Chloro-6-methoxyisonicotinonitrile|95%
Brand: Ambeed
SKU: A218735
Rating: 96 (30 reviews)

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2D 3D

Structure of 1256788-36-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1256788-36-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1256788-36-9 ]

SDS Specification

Alternatived Products of [ 1256788-36-9 ]

Product Details of [ 1256788-36-9 ]

CAS No. :	1256788-36-9	MDL No. :	MFCD18204709
Formula :	C₇H₅ClN₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XHQQYIWTUFWASX-UHFFFAOYSA-N
M.W :	168.58	Pubchem ID :	58503866
Synonyms :

Calculated chemistry of [ 1256788-36-9 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	40.45
TPSA :	45.91 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.02 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.94
Log Po/w (XLOGP3) :	1.84
Log Po/w (WLOGP) :	1.62
Log Po/w (MLOGP) :	0.52
Log Po/w (SILICOS-IT) :	1.94
Consensus Log Po/w :	1.57

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.38
Solubility :	0.699 mg/ml ; 0.00415 mol/l
Class :	Soluble
Log S (Ali) :	-2.42
Solubility :	0.634 mg/ml ; 0.00376 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.85
Solubility :	0.239 mg/ml ; 0.00142 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.96

Safety of [ 1256788-36-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280	UN#:	N/A
Hazard Statements:	H302-H312-H332	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1256788-36-9 ]

* 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 [ 1256788-36-9 ]
Downstream synthetic route of [ 1256788-36-9 ]

[ 1256788-36-9 ] Synthesis Path-Upstream 1~3

1
[ 32710-65-9 ]
[ 124-41-4 ]
[ 1256788-36-9 ]

Yield	Reaction Conditions	Operation in experiment
100%	at 60℃; for 6 h;	Synthesis of 2-chloro-6-methoxy-pyridine-4-carbonitrile 25F A solution of compound 24 (2.0 g, 1 1.6 mmol) in methanol (20 mL) was added with sodium methoxyde (628 mg, 1 mol eq) and the mixture was heated at 60°C for 6h. The reaction was cooled, evaporated to dryness and then water was added (300 mL). The aqueous phase was extracted with EtOAc (3x25 mL) and the recombined organic phases were dried over sodium sulfate and evaporated under reduced pressure to afford 25F as transparent viscous oil (1.95g, quantitative yield). ^{FontWeight="Bold" FontSize="10"}HNMR (DMSO, 200 MHz) δ 3.80 (s, 3H), 7.17 (s, 1H), 7.90 (s, 1H).

Reference： [1] Patent: WO2014/135617, 2014, A1, . Location in patent: Page/Page column 85; 86

2
[ 32710-65-9 ]
[ 1256788-36-9 ]

Reference： [1] Patent: WO2011/109799, 2011, A1, . Location in patent: Page/Page column 235-236

3
[ 67-56-1 ]
[ 32710-65-9 ]
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Reference： [1] Patent: WO2012/99807, 2012, A1, . Location in patent: Page/Page column 86-87

[ 1256788-36-9 ] Synthesis Path-Downstream 1~19

1
[ 32710-65-9 ]
[ 1256788-36-9 ]

Yield	Reaction Conditions	Operation in experiment
	With methanol; sodium hydride; In 1-Methylpyrrolidine; at 0 - 5℃; for 2h;	Example 61Mol Weight: 218.70[00616] Synthesis of Intermediate (1)Molecular Weig ht: 173.00 Molecular Weight: 168.58[00617] In a 25-mL,3Nround-bottomed flask equipped with thermometer pocket fitted with a nitrogen inlet and a rubber septum, NaH (0.1 12 g, 1.0 eq.), methanol (0.1 1 mL, 1.0 eq.), suspended in N-Methyl pyrolidine (5 niL). The reaction mixture was stirred at 25-30C for 30 min. To this reaction mixture 2, 6-Dichloro,4-cyano-pyridine was added at 0-5 C. The progress of the reaction was followed by TLC analysis on silica gel with 10%EtOAc- hexane as mobile phase which shows completion after 2 h staring at 0-5 C. Reaction was quenched by water and precipitate was observed which was filtered and wash with hexane to give required compound (0.51 g, Crude). Reaction was stirred for 20 min with water and solid was separated and compound was collected by filtration and washed with hexane (30mL).Yield:0.51 g Crude.

Reference： [1]Patent: WO2011/109799,2011,A1 .Location in patent: Page/Page column 235-236

2
[ 1256788-36-9 ]
[ 1333153-78-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogen sulfide; magnesium chloride; In N,N-dimethyl-formamide; at 25 - 30℃; for 0.5h;Inert atmosphere;	Synthesis of Intermediate (2)Molecular Weight: 168.58 Molecular Weight: 202.66[00619] In a 25-mL,3N round-bottomed flask equipped with thermometer pocket fitted with a nitrogen inlet and a rubber septum, Intermediate- 1 (0.25 g, 1.0 eq.), MgCl2 6H20 (0.3616 g, 1.2 eq.), NaSH (0.099 g) was dissolved in DMF (3 mL). The reaction mixture was stirred at25-30C. The progress of the reaction was followed by TLC analysis on silica gel with30%EtOAc- hexane as mobile phase which shows that starting material was consumed after30 minutes staring at 25-30C. Reaction was quenched in water, precipitate was filtered by filter paper and wash with hexane to give required compound. Reaction was stirred for 10 min with water solid were separated and compound was collected and washed with hexane(30mL).Yield: 0.180 g (60%).Mass: (ES+) 202.7(M+1), 200.8(M-1).
	With sodium hydrogen sulfide; magnesium(II) chloride hexahydrate; In N,N-dimethyl-formamide; at 25 - 30℃; for 0.5h;	Synthesis of 2-chloro-6-methoxypyridine-4-carbothioamide:[00319] In a 25-mL, 3N round-bottomed flask equipped with Thermometer pocket fitted with nitrogen inlet and a rubber septum, <strong>[1256788-36-9]2-chloro-6-methoxyisonicotinonitrile</strong> (0.25 g, 1.0 eq.), MgCl2 6H20 (0.3616 g, 1.2 eq.), NaSH (0.099 g) was dissolved in DMF (3 mL). The reaction mixture was stir at 25-30 C. The progress of the reaction was followed by TLC analysis on silica gel with 30% EtOAc- hexane as mobile phase which shows that starting material was consumed after 30 minutes staring at 25-30 C. Reaction was quenched by water, precipitate was observed that was filter by filter paper and wash with hexane to give required compound; Reaction was stirred for 10 min with water solid were separated and compound was collected by filtration on a Buchner funnel and washed with of hexane (30 mL); Yield: 0.180 g (60%); Mass: (ES+) 202.7(M+1), 200.8(M-1).

Reference： [1]Patent: WO2011/109799,2011,A1 .Location in patent: Page/Page column 236
[2]Patent: WO2012/99807,2012,A1 .Location in patent: Page/Page column 87

3
[ 1256788-36-9 ]
[ 1333153-79-9 ]

Reference： [1]Patent: WO2011/109799,2011,A1
[2]Patent: WO2012/99807,2012,A1

4
[ 1256788-36-9 ]
[ 1333153-80-2 ]

Reference： [1]Patent: WO2011/109799,2011,A1
[2]Patent: WO2012/99807,2012,A1

5
[ 1256788-36-9 ]
(Z)-isopropyl 3-(3-(2-chloro-6-methoxypyridin-4-yl)-1H-1,2,4-triazol-1-yl)acrylate [ No CAS ]

Reference： [1]Patent: WO2011/109799,2011,A1

6
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