[ CAS No. 825-40-1 ]

Name: 825-40-1|1-(2-Bromo-4-chlorophenyl)ethanone|97%
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Quality Control of [ 825-40-1 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 825-40-1 ]

Product Details of [ 825-40-1 ]

CAS No. :	825-40-1	MDL No. :	MFCD02683063
Formula :	C₈H₆BrClO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	URBATMJMOGHOCE-UHFFFAOYSA-N
M.W :	233.49	Pubchem ID :	4712644
Synonyms :

Calculated chemistry of [ 825-40-1 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.35
TPSA :	17.07 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) :	-5.65 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.07
Log Po/w (XLOGP3) :	2.92
Log Po/w (WLOGP) :	3.31
Log Po/w (MLOGP) :	3.08
Log Po/w (SILICOS-IT) :	3.46
Consensus Log Po/w :	2.97

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.46
Solubility :	0.0801 mg/ml ; 0.000343 mol/l
Class :	Soluble
Log S (Ali) :	-2.94
Solubility :	0.268 mg/ml ; 0.00115 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.21
Solubility :	0.0145 mg/ml ; 0.0000619 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.47

Safety of [ 825-40-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 825-40-1 ]

* 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 [ 825-40-1 ]
Downstream synthetic route of [ 825-40-1 ]

[ 825-40-1 ] Synthesis Path-Upstream 1~3

1
[ 1086601-87-7 ]
[ 825-40-1 ]

Reference： [1] Organic Letters, 2015, vol. 17, # 22, p. 5566 - 5569
[2] Tetrahedron Letters, 2017, vol. 58, # 4, p. 285 - 288
[3] Chemistry - An Asian Journal, 2018, vol. 13, # 15, p. 1897 - 1901

2
[ 84459-33-6 ]
[ 825-40-1 ]

3
[ 936-08-3 ]
[ 75-16-1 ]
[ 825-40-1 ]

Reference： [1] Organic Letters, 2016, vol. 18, # 1, p. 80 - 83

[ 825-40-1 ] Synthesis Path-Downstream 1~69

1
methoxythiocarbonylhydrazine [ No CAS ]
[ 825-40-1 ]
[ 87427-66-5 ]

Yield	Reaction Conditions	Operation in experiment
	In acetonitrile;	a. 5-(4-chlorophenyl)-3H,6H-1,3,4-thiadiazin-2-one A mixture of <strong>[825-40-1]2-<strong>[825-40-1]bromo-p-chloroacetophenone</strong></strong> (9.16 g), methoxythiocarbonylhydrazine (13.0 g) and acetonitrile (75 ml) was refluxed overnight and then cooled and filtered. The light yellow solid was washed with hexane and dried yielding 5-(4-chlorophenyl)-3H,6H-1,3,4-thiadiazin-2-one (4.3 g).

Reference： [1]Patent: US5552409,1996,A

2
[ 825-40-1 ]
[ 32345-65-6 ]
[ 59362-73-1 ]

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In chloroform; butan-1-ol; benzene;	EXAMPLE VII A mixture of 11.5 parts of <strong>[825-40-1]2-<strong>[825-40-1]bromo-p-chloroacetophenone</strong></strong>, 10.4 parts of o-chloro-alpha-(hydroxymethyl)benzylalcohol, 0.2 parts of p-toluenesulfonic acid, 180 parts of benzene and 80 parts of butanol is stirred and refluxed overnight with water-separator. The solvent is removed in vacuo and the residue is dissolved in chloroform. The chloroform solution is stirred with silica gel for 30 minutes. The silica gel is filtered off and the solvent is removed in vacuo, yielding 2-(bromomethyl)-4-(o-chlorophenyl)-2-(p-chlorophenyl)-1,3-dioxolane as a residue.
	With toluene-4-sulfonic acid; In chloroform; butan-1-ol; benzene;	EXAMPLE VII A mixture of 11.5 parts of <strong>[825-40-1]2-<strong>[825-40-1]bromo-p-chloroacetophenone</strong></strong>, 10.4 parts of o-chloro-alpha-(hydroxymethyl)benzylalcohol, 0.2 parts of p-toluenesulfonic acid, 180 parts of benzene and 80 parts of butanol is stirred and refluxed overnight with water-separator. The solvent is removed in vacuo and the residue is dissolved in chloroform. The chloroform solution is stirred with silica gel for 30 minutes. The silica gel is filtered off and the solvent is removed in vacuo, yielding 2-(bromomethyl)-4-(o-chlorophenyl)-2-(p-chlorophenyl)-1,3-dioxolane as a residue.

Reference： [1]Patent: US4139540,1979,A
[2]Patent: US3936470,1976,A

3
[ 825-40-1 ]
[ 116673-95-1 ]
[ 133111-56-5 ]

Yield	Reaction Conditions	Operation in experiment
		5. 6-(4-chlorophenyl)-2.2-dimethyl-7-phenyl-2.3-dihydro-l-H-pyrrolizine.The pyrroline (50 g) obtained from the example 4 above is dissolved in methanolI ^ (500 mL). The solution is cooled to 15-20 0C and omega-bromo-4-chloroacetophenone is added with stirring and in small lots over a period of 15 to 30 min. Ammonium bicarbonate (32 g) is added and the reaction is continued at 20-25 0C with the exclusion of light. After around 24 hr, the yellowish suspension is then filtered under suction and the solid so obtained is washed with a small amount of cold methanol. The product is20 suck dried and suspended in water at 40-45 0C. Stirring continued for 30-35 min and the product purified from the inorganic impurities is then filtered under suction and dried in vacuo at 35-40 0C.

Reference： [1]Patent: WO2007/108006,2007,A1 .Location in patent: Page/Page column 10

4
[ 825-40-1 ]
[ 603-35-0 ]
[ 1777-56-6 ]

Reference： [1]Journal of Chemical Research,2007,p. 725 - 727

5
[ 825-40-1 ]
[ 149-73-5 ]
C₁₀H₁₂BrClO₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 9298 - 9300

6
[ 825-40-1 ]
[ 1326778-74-8 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 8976 - 8978

7
[ 825-40-1 ]
[ 1326778-61-3 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 8976 - 8978

8
[ 825-40-1 ]
[ 1326778-62-4 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 8976 - 8978

9
[ 825-40-1 ]
[ 1326778-63-5 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 8976 - 8978

10
[ 825-40-1 ]
[ 1326778-64-6 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 8976 - 8978

11
[ 1663-39-4 ]
[ 825-40-1 ]
[ 1329166-57-5 ]

Yield	Reaction Conditions	Operation in experiment
63%	With tributyl-amine;palladium on activated charcoal; palladium diacetate; In N,N-dimethyl-formamide; at 100℃; for 6h;	Intermediate 4A. (E)-tert-Butyl 3-(2-acetyl-5-chlorophenyl)acrylate: To a degassed solution of l-(2-bromo-4-chlorophenyl)ethanone (1.0 g, 4.28 mmol), tributylamine (2.041 mL, 8.57 mmol), and tert-butyl acrylate (1.255 mL, 8.57 mmol) in DMF (10 mL) was added palladium on carbon (0.456 g, 0.428 mmol) and palladium(II) acetate (0.096 g, 0.428 mmol). The reaction mixture was warmed to 100C. After 16 h, the reaction was cooled to rt. The reaction was filtered and the solid was rinsed with DMF. The filtrate was diluted with EtOAc, washed with water (2x), brine, dried over sodium sulfate, filtered and concentrated. Purification by normal phase chromatography afforded Intermediate 4A (0.760 g, 63%), as a brown oil. MS (ESI) m/z: 225.0 (M- C4H8+H)+.
63%	With tributyl-amine; palladium on activated charcoal; palladium diacetate; In N,N-dimethyl-formamide; at 100℃; for 16h;	To a degassed solution of <strong>[825-40-1]1-(2-bromo-4-chlorophenyl)ethanone</strong> (1.0 g, 4.28 mmol), tributylamine (2.041 mL, 8.57 mmol), and tert-butyl acrylate (1.255 mL, 8.57 mmol) in DMF (10 mL) was added palladium on carbon (0.456 g, 0.42 8 mmol) and palladium (II)acetate (0.096 g, 0.428 mmol). The reaction mixture was warmed to 100 C. After 16the reaction was cooled to rt and filtered. The solid was rinsed with DMF and the filtrate was diluted with EtOAc and washed with H20 (2x) followed by brine. The crude product was then dried over Na2504, filtered and concentrated. Purification by normal phase chromatography afforded Intermediate 4A (0.760 g, 63%), as a brown oil. MS (ESI) m/z:225.0 (M-C4H8+H).
63%	With tributyl-amine; palladium on activated charcoal; palladium diacetate; In N,N-dimethyl-formamide; at 100℃; for 16h;	To a degassed solution of <strong>[825-40-1]1-(2-bromo-4-chlorophenyl)ethanone</strong> (1.0 g, 4.28 mmol), tributylamine (2.041 mL, 8.57 mmol), and tert-butyl acrylate (1.255 mL, 8.57 mmol) in DMF (10 mL) was added palladium on carbon (0.456 g, 0.428 mmol) and Pd(OAc)2 (0.096 g, 0.428 mmol). The reaction mixture was warmed to 100 C. After 16 h, the reaction was cooled to rt. The reaction was filtered and the solid was rinsed with DMF. The filtrate was diluted with EtOAc, washed with H20 (2x), brine, dried over Na2S04, filtered and concentrated. Purification by normal phase chromatography afforded Intermediate 4A (0.760 g, 63%), as a brown oil. MS (ESI) m/z: 225.0 (M-C4H8+H)+.

63%

With tributyl-amine; palladium on activated charcoal; palladium diacetate; In N,N-dimethyl-formamide; at 100℃; for 16h;

To a degassed solution of l-(2-bromo-4-chlorophenyl)ethanone (1.0 g, 4.28 mmol), tributylamine (2.041 mL, 8.57 mmol), and tert-butyl acrylate (1.255 mL, 8.57 mmol) in DMF (10 mL) was added palladium on carbon (0.456 g, 0.428 mmol) and Pd(OAc)2 (0.096 g, 0.428 mmol). The reaction mixture was warmed to 100 C. After 16 h, the reaction was cooled to rt. The reaction was filtered and the solid was rinsed with DMF. The filtrate was diluted with EtOAc, washed with H20 (2x), brine, dried over Na2S04, filtered and concentrated. Purification by normal phase chromatography afforded Intermediate 4A (0.760 g, 63%), as a brown oil. MS (ESI) m/z: 225.0 (M-C4H8+H)+.

Reference： [1]Patent: WO2011/100401,2011,A1 .Location in patent: Page/Page column 135
[2]Patent: WO2013/56060,2013,A1 .Location in patent: Paragraph 00235
[3]Patent: WO2013/55984,2013,A1 .Location in patent: Paragraph 00221
[4]Patent: WO2013/56034,2013,A1 .Location in patent: Paragraph 00212

12
[ 825-40-1 ]
[ 1329166-56-4 ]

Reference： [1]Patent: WO2011/100401,2011,A1
[2]Patent: WO2013/56034,2013,A1
[3]Patent: WO2013/55984,2013,A1

13
[ 2999-46-4 ]
[ 825-40-1 ]
[ 441801-02-1 ]

Reference： [1]Journal of the Brazilian Chemical Society,2011,vol. 22,p. 2036 - 2039

14
[ 1294502-92-3 ]
[ 825-40-1 ]
2-(2-bromo-4-chlorophenyl)-9-(4-chlorophenyl)-7-phenyl-7H-pyrazolo[3,4-h][1,6]naphthyridine [ No CAS ]

Reference： [1]Journal of Fluorescence,2011,vol. 21,p. 461 - 471

15
[ 1294502-93-4 ]
[ 825-40-1 ]
[ 1294503-10-8 ]

Reference： [1]Journal of Fluorescence,2011,vol. 21,p. 461 - 471

16
[ 140-87-4 ]
[ 825-40-1 ]
[ 1374879-73-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,2012,vol. 49,p. 272 - 280

17
[ 825-40-1 ]
[ 1086601-87-7 ]

Yield	Reaction Conditions	Operation in experiment
	With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0℃; for 0.5h;	STEP A: 1-(2-bromo-4-chlorophenyl)ethanol Solid NaBH4 (354 mg, 9.4 mmol) was added to a 0 C., THF (5 mL) and MeOH (15 mL) solution of <strong>[825-40-1]1-(2-bromo-4-chlorophenyl)ethanone</strong> (1.8 g, 7.8 mmol). After 30 min 2N aqueous HCl was slowly added, and the resulting mixture was extracted with EtOAc. The combined organic extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.
	With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0℃; for 0.5h;	Solid NaBH4 (354 mg, 9.4 mmol) was added to a 0 C., THF (5 mL) and MeOH (15 mL) solution of <strong>[825-40-1]1-(2-bromo-4-chlorophenyl)ethanone</strong> (1.8 g, 7.8 mmol). After 30 min 2N aqueous HCl was slowly added, and the resulting mixture was extracted with EtOAc. The combined organic extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Reference： [1]Patent: US2012/302641,2012,A1 .Location in patent: Page/Page column 27-28
[2]Patent: US2012/302610,2012,A1 .Location in patent: Page/Page column 88

18
[ 825-40-1 ]
[ 1415130-73-2 ]

Reference： [1]Patent: US2012/302610,2012,A1

19
[ 825-40-1 ]
[ 1415130-74-3 ]

Reference： [1]Patent: US2012/302610,2012,A1

20
[ 825-40-1 ]
[ 1414931-69-3 ]

Reference： [1]Patent: US2012/302641,2012,A1

21
[ 825-40-1 ]
[ 1414931-70-6 ]

Reference： [1]Patent: US2012/302641,2012,A1

22
[ 825-40-1 ]
[ 100-63-0 ]
[ 1415639-49-4 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 12210 - 12212

23
[ 825-40-1 ]
[ 1414931-71-7 ]

Reference： [1]Patent: US2012/302641,2012,A1

24
[ 825-40-1 ]
[ 1414931-39-7 ]

Reference： [1]Patent: US2012/302641,2012,A1

25
[ 825-40-1 ]
[ 1414931-82-0 ]

Reference： [1]Patent: US2012/302641,2012,A1

26
[ 825-40-1 ]
[ 1415128-92-5 ]

Reference： [1]Patent: US2012/302610,2012,A1

27
[ 825-40-1 ]
[ 1779-49-3 ]
2-bromo-4-chloro-1-(prop-1-en-2-yl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%		To a cooled suspension of 7.34 g (20.56 mmol) of methyltriphenylphosphonium bromide in 25 mL oftetrahydrofuran are slowly added 20.56 ml (20.56 mmol) of a 1M solution of potassium tert-butoxide intetrahydrofuran. The reaction mixture is stirred for 20 mm at 00. A solution of 4 g (17.13 mmol) of i-(2- bromo-4-chlorophenyethanone in 20 mL of tetrahydrofuran is added at 0 0 and the reaction mixture is further stirred at room temperature for 15 h. The reaction mixture is diluted by an aqueous saturated solution of NH4CI and extracted by ethyl acetate. The organic phase is washed by water, dried overmagnesium sulfate, concentrated under vacuum and purified by column chromatography on silica gel (gradient n-heptane/ethyl acetate) to yield 3.54 g (84% yield) of 2-bromo-4-chloro-i-(prop-i-en-2- ybenzene as an oil (M = 230 by GO-mass). LogP = 4.91.
		General procedure: To the mixture of methyltriphenylphosphonium bromide (21.6 g, 60.0 mmol) and t-BuOK (9.0 g, 80.0 mmol) was added anhydrous THF (80.0 mL) and stirred at r.t. for 1 hour under argon, then a solution of 1-(2-bromophenyl)ethan-1-one (8.0 g, 40.0 mmol) in THF (40.0 mL) was added dropwise. The resulting reaction mixture was stirred overnight at room temperature and quenched with saturated NH4Cl solution. The organic layer was separated and the aqueous layer was extracted with EtOAc (3 × 30 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel using petroleum/EtOAc as eluent to yield 1-bromo-2-(prop-1-en-2-yl)benzene (6.9 g, 88%)

Reference： [1]Patent: WO2015/82586,2015,A1 .Location in patent: Page/Page column 91
[2]Organic Letters,2015,vol. 17,p. 5566 - 5569
[3]Organic Letters,2016,vol. 18,p. 80 - 83
[4]Tetrahedron Letters,2017,vol. 58,p. 285 - 288
[5]Chemistry - An Asian Journal,2018,vol. 13,p. 1897 - 1901
[6]Angewandte Chemie - International Edition,2019,vol. 58,p. 897 - 901
Angew. Chem.,2019,vol. 131,p. 907 - 911,5

28
[ 825-40-1 ]
N-[5-chloro-2-(1-methylcyclopropyl)benzyl]cyclopropanamine [ No CAS ]

Reference： [1]Patent: WO2015/82586,2015,A1

29
[ 825-40-1 ]
5-chloro-2-(1-methylcyclopropyl)benzaldehyde [ No CAS ]

Reference： [1]Patent: WO2015/82586,2015,A1

30
[ 825-40-1 ]
2-bromo-4-chloro-1-(1-methylcyclopropyl)benzene [ No CAS ]

Reference： [1]Patent: WO2015/82586,2015,A1

31
[ 825-40-1 ]
N-[5-chloro-2-(1-methylcyclopropyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide [ No CAS ]

Reference： [1]Patent: WO2015/82586,2015,A1

32
[ 84459-33-6 ]
[ 825-40-1 ]

Reference： [1]Organic Letters,2015,vol. 17,p. 5566 - 5569
[2]Tetrahedron Letters,2017,vol. 58,p. 285 - 288
[3]Chemistry - An Asian Journal,2018,vol. 13,p. 1897 - 1901

33
[ 1086601-87-7 ]
[ 825-40-1 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h;	General procedure: To a solution of 2-bromo-4-fluorobenzaldehyde (1.0 g, 5.0 mmol, 1.0 equiv.) in dry ether (10 mL, 0.5 M) at 0 C was added dropwise a solution of methylmagnesium bromide in Et2O (10 mmol, 2.0 equiv.) under N2 atmosphere. The resulting reaction mixture was stirred at 0 C for 3 hours, then quenched with saturated aqueous NH4Cl solution and extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography to afford the corresponding 1- (2-bromo-4-fluorophenyl)ethan-1-ol. To a solution of 1-(2-bromo-4-fluorophenyl)e- than-1-ol (1.0 equiv.) in dry CH2Cl2 (0.2 M) was added a homogeneous mixture of pyridinium chlorochromate (PCC, 3.2 g, 15 mmol, 3.0 equiv.) and silica gel (3.2 g, 1:1 by mass). The resulting suspension was stirred at room temperature for 2 hours, then filtered through a pad of silica gel, washed with CH2Cl2 and concentrated in vacuo. The crude product was used for the next step without further purification. From 1-(2- bromo-4-fluorophenyl)ethan-1-one, the corresponding benzamide was synthesized by the same method of 1a.

Reference： [1]Organic Letters,2015,vol. 17,p. 5566 - 5569
[2]Tetrahedron Letters,2017,vol. 58,p. 285 - 288
[3]Chemistry - An Asian Journal,2018,vol. 13,p. 1897 - 1901

34
[ 825-40-1 ]
(5-chloro-2-methoxy-1-methyl-3-oxoisoindolin-1-yl)methyl acetate [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 5566 - 5569

35
[ 825-40-1 ]
5-chloro-N-methoxy-2-(prop-1-en-2-yl)benzamide [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 5566 - 5569
[2]Tetrahedron Letters,2017,vol. 58,p. 285 - 288

36
[ 825-40-1 ]
5-chloro-2-(prop-1-en-2-yl)benzoic acid [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 5566 - 5569
[2]Tetrahedron Letters,2017,vol. 58,p. 285 - 288
[3]Chemistry - An Asian Journal,2018,vol. 13,p. 1897 - 1901

37
[ 825-40-1 ]
4-(2-bromo-4-chlorophenyl)-1,2,3-thiadiazole [ No CAS ]

Reference： [1]Patent: WO2015/183709,2015,A1

38
[ 825-40-1 ]
4-(4-chloro-2-(trimethylstannyl)phenyl)-1,2,3-thiadiazole [ No CAS ]

Reference： [1]Patent: WO2015/183709,2015,A1

39
[ 825-40-1 ]
[ 4114-31-2 ]
(E)-ethyl 2-(1-(2-bromo-4-chlorophenyl)ethylidene)hydrazinecarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid; In water; isopropyl alcohol; at 10 - 90℃; for 3h;	4-(4-Chloro-2-(trimethylstannyl)phenyl)- 1 ,2,3-thiadiazole Step 1. (E)-ethyl 2-(l-(2-bromo-4-chlorophenyl)ethylidene)hydrazinecarboxylate. To a mixture of l-(2-bromo-4-chlorophenyl)ethanone (1 g, 4.3 mmol) and ethyl hydrazinecarboxylate (0.54 g, 5.1 mmol) in 2-propanol (5 mL) and water (15 mL) was added HOAc (0.012 mL, 0.21 mmol) at 10C. The mixture was stirred at 90C for 3 h. The mixture was filtered. The filter cake was washed with water (20 mL) and dried in vacuum to give the title compound, which was used for next step without further purification. MS (ESI) m/z 320.8 (M+H).

Reference： [1]Patent: WO2015/183709,2015,A1 .Location in patent: Page/Page column 31

40
[ 936-08-3 ]
[ 75-16-1 ]
[ 825-40-1 ]

Reference： [1]Organic Letters,2016,vol. 18,p. 80 - 83

41
[ 825-40-1 ]
diphenyl(5-chloro-2-(prop-1-en-2-yl)phenyl)silanol [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 80 - 83

42
[ 825-40-1 ]
(S)-3-(bromomethyl)-6-chloro-1,3-dihydro-3-methyl-1,1-diphenylbenzo[c][1,2]oxasilole [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 80 - 83

43
[ 825-40-1 ]
C₂₁H₁₈BrClOSi [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 80 - 83

44
[ 825-40-1 ]
2-bromo-1-(2-bromo-4-chlorophenyl)ethanone [ No CAS ]

Reference： [1]Patent: WO2016/15593,2016,A1 .Location in patent: Page/Page column 37

45
[ 825-40-1 ]
4-(2-bromo-4-chlorophenyl)-1,3-oxazole [ No CAS ]

Reference： [1]Patent: WO2016/15593,2016,A1

46
[ 825-40-1 ]
4-(4-chloro-2-(trimethylstannyl)phenyl)oxazole [ No CAS ]

Reference： [1]Patent: WO2016/15593,2016,A1

47
[ 504-29-0 ]
[ 825-40-1 ]
2-(2-bromo-4-chlorophenyl)imidazo[1,2-a]pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With ammonium acetate; iodine; In chloroform; at 20℃; for 3h;	General procedure: A mixture of 2-aminopyridine 1 (1.2 mmol), aryl methyl ketone 2a-r (1.0 mmol), I2 (1.0 mmol) and NH4OAc (2.0 mmol) in CHCl3 (10 mL) in a 25 mL round bottomed flask was stirred at room temperature until the completion of reaction (Table 2). The reaction mixture was further diluted with 20 mL of CHCl3, washed with saturated solution of Na2S2O3 (2x10 mL), water (1x10 mL), brine (1x10 mL) and finally dried over anhydrous Na2SO4. The solvent was removed and the residue after recrystallisation with EtOH afforded the desired 2-arylimidazo[1,2-a]pyridines (3a-r, 63-85%). For entries 2i and2n-q, reaction was performed under reflux.

Reference： [1]Tetrahedron Letters,2016,vol. 57,p. 4464 - 4467

48
[ 825-40-1 ]
[ 104-88-1 ]
3-(2-bromo-4-chlorophenyl)-5-(4-chlorophenyl)-4,5-dihydroisoxazole [ No CAS ]