[ CAS No. 942189-39-1 ] {[proInfo.proName]}

Name: 942189-39-1|3-Bromo-5-nitro-1-trityl-1H-indazole|95%
Brand: Ambeed
SKU: A164784
Price: 15.0 USD
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Quality Control of [ 942189-39-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 942189-39-1 ]

SDS Specification

Alternatived Products of [ 942189-39-1 ]

Product Details of [ 942189-39-1 ]

CAS No. :	942189-39-1	MDL No. :	MFCD17169854
Formula :	C₂₆H₁₈BrN₃O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PDUHZXZECHMGLL-UHFFFAOYSA-N
M.W :	484.34	Pubchem ID :	58946443
Synonyms :

Calculated chemistry of [ 942189-39-1 ]

Physicochemical Properties

Num. heavy atoms :	32
Num. arom. heavy atoms :	27
Fraction Csp3 :	0.04
Num. rotatable bonds :	5
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	130.86
TPSA :	63.64 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.14 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.62
Log Po/w (XLOGP3) :	7.2
Log Po/w (WLOGP) :	6.55
Log Po/w (MLOGP) :	5.81
Log Po/w (SILICOS-IT) :	3.82
Consensus Log Po/w :	5.4

Druglikeness

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

Water Solubility

Log S (ESOL) :	-7.67
Solubility :	0.0000103 mg/ml ; 0.0000000212 mol/l
Class :	Poorly soluble
Log S (Ali) :	-8.36
Solubility :	0.00000212 mg/ml ; 0.0000000044 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-9.76
Solubility :	0.0000000851 mg/ml ; 0.0000000002 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	3.54

Safety of [ 942189-39-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H320-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 942189-39-1 ]

* 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 [ 942189-39-1 ]
Downstream synthetic route of [ 942189-39-1 ]

[ 942189-39-1 ] Synthesis Path-Upstream 1~1

1
[ 76-83-5 ]
[ 5401-94-5 ]
[ 942189-39-1 ]

Yield	Reaction Conditions	Operation in experiment
10%	Stage #1: With bromine In methanol Stage #2: With sodium hydride In N,N-dimethyl-formamide	(S)-N-(3-(6-isopropoxypyridin-3-yl)- 1H-indazol-5-yl)- 1 -(2-(4-(4-(1 -methyl-1H- 1 ,2,4-triazol-3 -yl)phenyl)-3 , 6-dihydropyridin- 1 (2H)-yl)-2-oxoethyl)-3 -(methylthio)pyrrolidine3-carboxamide free base synthesis is a 19 step process. Compound preparation is divided into three intermediate preparations A, B and C followed by coupling of the intermediates. Allintermediates start with commercially available compounds. Compound 5 is prepared by reaction of the commercially available bromo-4-cyanobenzene with methyl hydrazine under acidic conditions to form the hydrazinoimidate 2 in modest yield. After reaction with formic acid in two steps the bromophenyl-N-methyl triazole intermediate 3 is obtained. The tetrahydropyridine ring is introduced by a Suzuki reaction of the commercially available Bocprotected tetrahydropyridine-boronate to obtain the tricyclic ring system 4. Chloroacetamide 5 is obtained in excellent yield by reaction of the deprotected 4 with chloroacetylchloride. The pyrrolidine core lOa is obtained in good yield in 5 steps starting from commercially available 6. Reaction with thionylchloride gave the thiomethyl olefin 7. Cycloaddition (2+3) gives 8 followed by removal of the benzyl protection group to give 9. L-Tartaric acid resolution of thepyrrolidine core gives the pure (5) enantiomer 9 after filtration from methanol. After protection as the Boc derivative and hydrolysis of the methyl ester, 10 is obtained in overall 50percent yield. Compound 17 is obtained from commercially available indazole 11. Bromination at the 3- position of indazole 11 proceeds in excellent yield without chromatography to obtain 12. Suzuki reaction of the bromo compound 12 with 14 gives the nitro indazole 16 after chromatography.Reduction of 16 gives aniline 17 as an oil in quantitative yield without chromatography. The final coupling of the intermediates proceeded by coupling 17 with lOa to obtain 18 in good yield. After deprotection of the Boc and Trityl groups the final coupling with 5 gave (S)-N-(3-(6- isopropoxypyridin-3-yl)- 1H-indazol-5-yl)-1 -(2-(4-(4-(1 -methyl-1H- 1 ,2,4-triazol-3-yl)phenyl)- 3 ,6-dihydropyridin- 1 (2H)-yl)-2-oxoethyl)-3 -(methylthio)pyrrolidine-3 -carboxamide afterchromatography. Final purification is carried out by crystallization from methanol/diethylether.This synthetic route has been conducted on a scale that delivered (S)-N-(3-(6-isopropoxypyridin-3-yl)-1H-indazol-5-yl)- 1 -(2-(4-(4-(1 -methyl-1H- 1 ,2,4-triazol-3-yl)phenyl)-3,6-dihydropyridin-1 (2H)-yl)-2-oxoethyl)-3 -(methylthio)pyrroli dine-3 -carboxamide free base (Compound I).

Reference： [1] Patent: WO2016/100152, 2016, A1, . Location in patent: Page/Page column 8; 10
[2] Patent: WO2016/100147, 2016, A1, . Location in patent: Page/Page column 5; 8
[3] Patent: WO2017/40362, 2017, A1, . Location in patent: Page/Page column 4; 6

[ 942189-39-1 ] Synthesis Path-Downstream 1~14

1
[ 67400-25-3 ]
[ 76-83-5 ]
[ 942189-39-1 ]

Yield	Reaction Conditions	Operation in experiment
50%	With potassium carbonate; In acetonitrile; at 20℃; for 16h;	[0161] Step 3: 3-Bromo-5-nitro-l-trityl-lH-indazole : Trityl chloride (155.4 g, 557.8 mmol) was added to a solution of 3-bromo-5-nitro-lH-indazole (150 g, 619.8 mmol) and potassium carbonate (411.1 g, 2975 mmol) in CH3CN (3 L). The mixture was stirred at rt for 16 h. The reaction progress was monitored by TLC. After completion of the reaction, the mixture was diluted with DCM (1.5 L). The mixture was washed with water. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to afford the crude product. The crude was purified by washing with methanol to afford 3-Bromo-5-nitro-l -trityl-lH-indazole (150 g, 50%) as a light yellow solid . l NMR (400MHz, CDC13) delta 8.5 (d, 1H), 7.88 (dd, 1H), 7.33-7.27 (m. 9H), 7.20-7.16 (m, 6H), 6.42 (d, 1H).
	With potassium carbonate; In acetonitrile; at 20℃; for 48h;	To a solution of 15 (3.8 g, 15.7 mmol) in CH3CN (100 mL) was added potassium carbonate (10.42 g, 75.4 mmol) followed by the addition of TrCI (15.9 g, 56.4 mmol) at rt for 48 h. The solvent was evaporated and the crude was dissolved in CH2CI2. The crude was quenched with water. The aq. layer was extracted with CH2Cl2. The combined organic layer was washed with H2O, brine, dried over MgSO4, filtered, and evaporated. The solid crude was placed onto a filter funnel and washed with 20% EtOAc / hexane (1 L) and 5% EtOAc / hexane (500 mL). The crude solid was collected from the filter and dried overnight to afford 7 g of the product.

Reference： [1]Patent: WO2016/161160,2016,A1 .Location in patent: Paragraph 0161
[2]Patent: WO2007/70398,2007,A1 .Location in patent: Page/Page column 201

2
[ 481681-02-1 ]
[ 942189-39-1 ]
[ 1093064-47-1 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80℃;	A suspension of 3-bromo-5-nitro-1-trityl-1 H-indazole 1 (6 g, 12.41 mmol), 4- fluoro-3-hydroxymethylphenylboronic acid 10AV (2 g, 12.87 mmol), Pd(dppf)CI2 (800 mg, 0.98 mmol) and K3PO4 (6 g, 28.30 mmol) in 124 ml_ of dioxane/H2O (25:6) was heated to 80C for overnight. After removal of most of the solvent, the black residue was diluted with EtOAc (250 ml_) and H2O (60 ml_). The resulting mixture was filtered through a pad of Celite. Additional 150 ml_ of EtOAc was used to wash the Celite cake. The filtrates were combined. The aqueous layer was separated and the organic layer was washed with brine, dried (MgSO4) and concentrated to give crude 3-(4- fluoro-3-hydroxymethylphenyl)-5-nitro-1-trityl-1 H-indazole 11AV (8.2 g) as a greenish yellow solid.

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 285

3
[ 942189-39-1 ]
[ 458532-96-2 ]
[ 942190-06-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 120℃;	A mixture of compound 1AL (10 g, 20.66 mmol), compound 5AL (3.23 g, 20.66 mmol), Pd(PPh3)4 (2.3 g, 2 mmol) and 1 :1 dioxane/Na2CO3 (2M) (70 ml) was degassed for 15 min. Then it was heated at 120 C for overnight. Cooled down to room temperature and added compound 10AL (3.47 g, 20.66 mmol), then heated at 120 C for overnight.

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 265

4
[ 942189-39-1 ]
[ 18640-74-9 ]
[ 1093064-64-2 ]

Yield	Reaction Conditions	Operation in experiment
	With caesium carbonate; johnphos;palladium diacetate; In 1,4-dioxane; at 100℃;	To a pressure tube were charged compound 1AJ (194 mg, 0.4 mmol), Pd(OAc)2 (90 mg, 0.4 mmol), (2-biphenyl)-di-tert-butylphospine (12 mg, 0.1 mmol), C2CO3 (313 mg, 0.96 mmol) and the tube was evacuated under vacuum and backfilled with nitrogen. Dioxane (4 ml) was introduced, followed by <strong>[18640-74-9]2-isobutylthiazole</strong> (114 mul, 0.8 mmol). The tube was sealed and heated at 100 0C with stirring overnight. After cooling the reaction mixture was filtered through Celite, washed with ethyl acetate several times. Filtrate was concentrated and the residue was purified on silica gel. Elution with ethyl acetate in hexanes (0-30%) gave compound 2BA (124 mg).

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 296

5
[ 942189-39-1 ]
[ 873566-75-7 ]
[ 1093064-56-2 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 100℃;	To a pressure tube were charged compound 1AJ (1g, 2.1 mmol), 3-amino-4- fluoro-phenylboronic acid (448 mg, 2.89 mmol), Pd(PPh3J4 (120 mg, 0.1 mmol),K2CO3 (1.4 g, 10.1 mmol), DME (8 ml) and water (2 ml). The resulting mixture was degassed with nitrogen for 20 seconds and the tube was sealed with a Teflon cap, and heated at 100 C with stirring overnight. After cooling the reaction mixture was diluted with ethyl acetate, organic layer was isolated, washed with brine. After concentration, the residue was purified on silica gel. Elution with ethyl acetate in hexanes (0-70%) gave compound 2AJ (1g).

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 290

6
[ 942189-39-1 ]
[ 913835-74-2 ]
[ 1093064-44-8 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 75.0℃;	A suspension of 3-bromo-5-nitro-1-trityl-1 H-indazole 1AJ (10.0 g, 20.68 mmol), 4-fluoiO-3-hydroxyphenylboronic acid 6AU (3.55 g, 22.78 mmol), Pd(dppf)CI2 (1.6 mg, 1.96 mmol) and K3PO4 (10.6 g, 4.99 mmol) in 200 ml_ of dioxane/H2O (4/1 ) was heated to 75C for overnight. After removal of most of the solvent, the black residue was diluted with EtOAc (250 ml_) and H2O (60 ml_). The resulting mixture was filtered through a pad of Celite. Additional 150 mL of EtOAc was used to wash the Celite cake. The filtrates were combined. The aqueous layer was separated and the organic layer was washed with brine, dried (MgSO4) and concentrated to give a green solid, which was recrystallized from Ch^CVhexane to give 3-(4-fluoro-3-hydroxyphenyl)-5- nitro-1-trityl-1 H-indazole 7AU (8.1 g).

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 283

7
[ 942189-39-1 ]
[ 874219-35-9 ]
[ 1093063-69-4 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate;palladium(4,7-diphenyl-1,10-phenanthroline)(chloro)2; In 1,4-dioxane; water; at 80℃; for 24h;	In a flame dried sealed tube was placed 3.Og of compound 17AA (6.19 mMol). 1.5 eq. of 2, 0.1 eq. of 3 and 2.5 eq. of 4 were also added. 65 mL of dioxane and 30 ml_ of H2O were added to the mixture. The mixture was degassed under nitrogen and then heated to 8OC for 1 day. After completion, mixture was diluted with EtOAc and filtered through celite. The ethyl acetate layer was washed with water, dried over anhydrous Mg SO4 and evaporated to dryness. The crude product was column purified (5%E/H) to give 1.1g of product.

Reference： [1]Patent: WO2008/153858,2008,A1 .Location in patent: Page/Page column 228

8
[ 942189-39-1 ]
[ 401815-98-3 ]
[ 942190-67-2 ]

Yield	Reaction Conditions	Operation in experiment
64%	With potassium phosphate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 20 - 80℃;	Example 13Synthesis of 3-Methoxy-1 -(2-(4-[4-(1 -methyl-1 H-M ,2.41triazol-3-vn-phenyl1-3.6- dihvdro-2H-pyridin-1-yl)-2-oxo-ethyl)-pyrrolidine-3-carboxylic acid T3-(2- methoxy-pyridin-4-yl)-1 H-indazol-5-vll-amide Step 1 :Synthesis of 3-(2-Fluoro-pyridin-4-yl)-5-nitro-1-trityl-1 H-indazole 3-Bromo-5-nitro-1 -trityl-1 H-indazole 3Bl (15.64g, 32.3 mmol), 2-fluoro-4- pyridine boronic acid 2BV (5.Og, 35.5 mmol), K3PO4 (IT1Ig, 80.7 mmol) andPd(dppf)CI2 (2.64g, 3.23 mmol) was mixed in dioxane/H2O (240 ml_760 ml_) at rt and heated at 80 0C overnight. The reaction mixture was cooled to rt and concentrated to a small volume. The residue was partitioned between ethyl acetate (200 ml_) and brine (150 ml_). The organic layer was washed with brine, dried (MgSO4) and filtered. The resulting filtrate was concentrated and the residue was purified on silica gel column eluting with hexanes, 5percent ethyl acetate in hexanes, 10percent ethyl acetate in hexanes sequentially to yield a yellow solid 3BV (3.33g, 64percent).

Reference： [1]Patent: WO2009/105500,2009,A1 .Location in patent: Page/Page column 266

9
[ 871839-91-7 ]
[ 942189-39-1 ]
[ 1184174-14-8 ]

Yield	Reaction Conditions	Operation in experiment
53%	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,2-dimethoxyethane; water; at 80℃; for 16h;	[0162] Step 4: 3-(6-Isopropoxypyridin-3-yl)-5-nitro-l-trityl-lH-indazole PdCl2(dppf).DCM (17.06 g, 20.90 mmol) was added to a solution of 2-isopropoxy-5- (4,4,5, 5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridine, 3-bromo-5-nitro-l-trityl-lH- indazole and potassium carbonate (144.4 g, 1045 mmol) in a mixture of DME (550 mL) and water (100 mL). The mixture was stirred at 80 0 C for 16 h. The reaction progress was monitored by TLC. After completion of the reaction, the reaction was quenched by the addition of water. The resulting solution was extracted with ethyl acetate. Combined organic layers were concentrated to afford crude product that was purified by column chromatography on silica gel (100-200 mesh) elution started with 5-15% ethyl acetate in PE to afford 3-(6-isopropoxypyridin-3-yl)-5-nitro-l -trityl-lH-indazole (60 g, 53 %) as a pink solid . lH NMR (400MHz, CDC13) delta 8.92 (d, 1H), 8.73 (d, 1H), 8.05 (dd, 1H), 7.88 (dd, 1H), 7.31 -7.30 (m, 9H), 7.22-7.20 (m, 6H), 6.80 (d, 1H), 6.49 (d, 1H), 5.40-5.34 (m, 1H), 1.40 (d, 6H). LCMS: 541.6 [M+H]+.
	With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In ethanol; water; dimethyl sulfoxide; toluene; at 20 - 100℃; for 2h;Inert atmosphere;Product distribution / selectivity;	Step 2: 5-isopropoxypyridine 2BIa (1Og1 0.046mol), bis(pinacolato)diboron (14.1g, 0.056mol), potassium acetate (13.6g, 0.14mol) and PdCI2(dppf)2.CH2CI2 (3.78g, 0.0046mol) were weight into a 2-necked 1 L flask equipped with a water condenser. DMSO (100 ml) was added and the mixture was purged with nitrogen for 15 min. The mixture was heated at 100 0C under nitrogen for 2 hr. After being cooled to r.t., water (100ml), toluene (100ml), ethanol (100ml), potassium carbonate (32g, 0.23mol) and bromoindazole 3Bl (22.4g, 0.046mol) were added. The mixture were purged with nitrogen for 10 min at r.t. and Pd(Ph3P)4 (5.35g, 0.0046mol) was added. The final mixture were heated at 100 0C for 2 hr and cooled to r.t. Water and ethyl acetate were added. Solids were filtered through Celite. Layers were separated and the separated organic layer was washed with water (X2). The combined aqueous layers were back extracted with ethyl acetate (X1). The combined organic layers were dried (MgSO4), filtered and solvents were removed in vacuum. Column purification <n="221"/>[Hexanes-ethyl acetate = 9:1 (v/v)] gave isopropoxyindazole 4Bl (2Og1 80%) as yellow solid.

Reference： [1]Patent: WO2016/161160,2016,A1 .Location in patent: Paragraph 0162
[2]ACS Medicinal Chemistry Letters,2018,vol. 9,p. 761 - 767
[3]Patent: WO2009/105500,2009,A1 .Location in patent: Page/Page column 219-220

10
[ 942189-39-1 ]
[ 903899-13-8 ]
[ 1184174-39-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; at 100℃;Inert atmosphere; Autoclave;	Example 9Preparation of 3-Methoxy-1-(2-f4-r4-(1-methyl-1 H-F1.2,41triazol-3-yl)-phenvn-3.6- dihvdro-2H-pyridin-1-yl>-2-oxo-ethv?-pyrrolicline-3-carboxylic acid (3-r6-(2- methoxy-ethoxy)-pyridin-3-yl1-1 H-indazol-5-yl)-arnide Synthesis of S-Methoxy-pyrrolidine-S-carboxylic acid f3-r6-(2-methoxy-ethoxy)- pyridin-3-yll-1 H-indazol-5-yl)-amideStep 1 : To a pressure flask were charged compound 1 BR (1.75 g), 2BR (0.5 g), Pd(PPh3)4 (210 mg), Na2CO3 2N (10 ml) and Dioxane (10 ml). The mixture was briefly degassed with Ar for -0.5 minute, capped and stirred at 1000C overnight. After cooling, the reaction mixture was diluted with EtOAc and brine. Organic layer was isolated, and dried (MgSO4). After concentration, the residue was purified on silica gel. Elution gave the desired product 3BR (0.8 g).

Reference： [1]Patent: WO2009/105500,2009,A1 .Location in patent: Page/Page column 252

11
[ 942189-39-1 ]
[ 612845-44-0 ]
[ 1184174-51-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With potassium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 90℃; for 18h;Inert atmosphere;	Example 11Synthesis of 3-Methoxy-1 -(2-f 4-r°-d -methyl-1 H-F1 ,2,41triazol-3-yl)-phenv?-3.6- dihvdro-2H-pyridin-1 -yl)-2-oxo-ethyl)-pyrrolidine-3-carboxylic acid r3-(6-ethoxy- pyridin-3-yl)-1 H-indazol-5-yll-amide (Example 1) Step 1 : A mixture of <strong>[612845-44-0]6-ethoxypyridine-3-boronic acid</strong> (2.5 g, 14.97 mmol), bromoindazole 3Bl (7.25 g, 14.97 mmol), potassium carbonate (6.2 g, 44.91 mmol), PdCI2(dppf)2.CH2Cl2 (1.22 g, 1.497 mmol), 1 ,4-dioxane (40 ml_) and water (10 rriL), was purged with nitrogen for 15 min at r.t. and then heated at 90 0C for 18 hrs and cooled to r.t. Water (100 ml_) and ethyl acetate (300 ml_) were added. Solids were filtered through Celite. Layers were separated and the separated organic layer was washed with water (100 ml_). The combined organic layers were dried (Na2SO4), filtered and solvents were removed in vacuum. Column purification [Hexanes-ethyl acetate = 9:1 (Wv)] gave Compound 2BU (7 g, 89%).

Reference： [1]Patent: WO2009/105500,2009,A1 .Location in patent: Page/Page column 260

12
[ 870521-31-6 ]
[ 942189-39-1 ]
[ 1184174-14-8 ]

Yield	Reaction Conditions	Operation in experiment
		Compound 17 is obtained from commercially available indazole 11. Bromination at the 3-position of indazole 11 proceeded in excellent yield without chromatography to obtain 12. Suzuki reaction of the bromo compound 12 with 14 gave the nitro indazole 16 after chromatography. Reduction of 16 gave aniline 17 as an oil in quantitative yield without chromatography.

Reference： [1]Patent: WO2016/100147,2016,A1 .Location in patent: Page/Page column 5; 8

13
[ 942189-39-1 ]
[ 874219-35-9 ]
[ 1093063-70-7 ]

Reference： [1]Patent: WO2008/153858,2008,A1

14
[ 942189-39-1 ]
[ 18640-74-9 ]
[ 1093064-65-3 ]

Reference： [1]Patent: WO2008/153858,2008,A1

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Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 942189-39-1 ] {[proInfo.proName]}

Quality Control of [ 942189-39-1 ]

Related Doc. of [ 942189-39-1 ]

Product Details of [ 942189-39-1 ]

Calculated chemistry of [ 942189-39-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 942189-39-1 ]

Application In Synthesis of [ 942189-39-1 ]

[ 942189-39-1 ] Synthesis Path-Upstream 1~1

[ 942189-39-1 ] Synthesis Path-Downstream 1~14

Related Functional Groups of [ 942189-39-1 ]

Aryls

Bromides

Nitroes

Related Parent Nucleus of [ 942189-39-1 ]

Indazoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 942189-39-1 ]

Related Parent Nucleus of
[ 942189-39-1 ]