[ CAS No. 455957-76-3 ]

Name: 455957-76-3|Methyl 2-(2-bromo-5-chlorophenyl)acetate|97%
Brand: Ambeed
SKU: A470000
Price: 12.0 USD
Availability: InStock
Rating: 96 (32 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 455957-76-3

Structure of 455957-76-3 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 455957-76-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 455957-76-3 ]

SDS Specification

Alternatived Products of [ 455957-76-3 ]

Product Details of [ 455957-76-3 ]

CAS No. :	455957-76-3	MDL No. :	MFCD18398721
Formula :	C₉H₈BrClO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	LJOPBOWSUDRXSV-UHFFFAOYSA-N
M.W :	263.52	Pubchem ID :	22640779
Synonyms :

Calculated chemistry of [ 455957-76-3 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	3
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	55.02
TPSA :	26.3 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) :	-5.76 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.66
Log Po/w (XLOGP3) :	3.03
Log Po/w (WLOGP) :	2.82
Log Po/w (MLOGP) :	3.25
Log Po/w (SILICOS-IT) :	3.36
Consensus Log Po/w :	3.02

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.53
Solubility :	0.0784 mg/ml ; 0.000298 mol/l
Class :	Soluble
Log S (Ali) :	-3.25
Solubility :	0.149 mg/ml ; 0.000565 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.35
Solubility :	0.0118 mg/ml ; 0.0000448 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	1.71

Safety of [ 455957-76-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P270-P301+P312-P330	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 455957-76-3 ]

* 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 [ 455957-76-3 ]

[ 455957-76-3 ] Synthesis Path-Downstream 1~14

1
[ 455957-76-3 ]
tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate [ No CAS ]
[ 455957-77-4 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate In DMF (N,N-dimethyl-formamide) at 100℃; for 18h;	1.C Step C: Preparation of Tert-Butyl 4-[4-Chloro-2-(2-Methoxy-2-Oxoethyl)Phenyl]-3,6-Dihydropyridine-1(2H)-Carboxylate (1-5) A vigorously stirred mixture of the tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (1-4) (1.40 g, 4.53 mmol), methyl(2-bromo-5-chlorophenyl)acetate (1-2) (1.31 g, 4.98 mmol), potassium phosphate tribasic (2.85 g, 13.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.262 g, 0.227 mmol) in N,N-dimethylformamide (22 m]L) was degassed via three vacuum/nitrogen ingress cycles and then heated at 100° C. for approximately 18 h. After cooling to room temperature, the reaction mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0%-25% ethyl acetate/hexanes as eluent) afforded 1-5 (0.967 g) as a colorless oil.

Reference： [1]Current Patent Assignee: MERCK & CO INC - US2003/225060, 2003, A1 Location in patent: Page 26-28

2
[ 67-56-1 ]
2-(2-bromo-5-chloro-phenyl)acetic acid [ No CAS ]
[ 455957-76-3 ]

Yield	Reaction Conditions	Operation in experiment
91%	With acetyl chloride at 0 - 20℃;	59 Example 59. 2-(2-{5-[2-(Carboxymethyl)-4-chlorophenyl]thiophen-2-yl} -5-chlorophenyl)acetic Acetyl chloride (1.43 ml, 20.0 mmol) was added to a stirred solution of 2-bromo-5- chlorophenylacetic acid (2.00 g, 8.00 mmol) in MeOH (50 ml) at 0°C. The reaction was then stirred at r.t. overnight and the solvent was removed in vacuo. The crude material was dissolved in Et02 (-100 ml) and washed with diluted Na2C03. The organic phase was dried over MgS04 and removed in vacuo. Yield: 1.93 g (91%). LC-MS: m/z = 263, 265 (M + 17, 19) The material from above (866 mg, 3.29 mmol) in dry 1,4 dioxane (15 ml) was added to bis(pinacolato)diboron (918 mg, 3.62 mmol) and AcOK (1.19 g, 12.2 mmol). The stirred mixture was flushed with argon and l,l'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (120 mg, 0.164 mmol) was added. The reaction was heated in a sealed tube at 100°C for 3 hours. Cooled and diluted with Et20. The organic phase was washed with water and brine, dried over MgS04 and removed in vacuo. The crude material was dissolved in toluene and purified by flash chromatography (5% EtOAc in toluene, 200 ml silica). Yield: 511 mg (50%) as a colourless oil. LC-MS: m/z = 311 (M + 1). Argon was flushed through a stirred solution of the material from above (140 mg, 0.451 mmol) and 2,5-dibromothiophene (32.7 mg, 0.135 mmol) in a mixture of toluene (3 ml) and MeOH (3 ml). K2C03 (374 mg, 2.71 mmol) and PEPPSI-iPr (16.5 mg, 0.0230 mmol) were added and the reaction heated at 60°C for 3 hours. The solvents were removed in vacuo. The crude material was dissolved in a mixture of water, MeOH and some 1 M NH4HCO3 and purified by prep-HPLC (5- 40% MeCN, in 50 mM NH3/NH4HCO3 buffer). The combined pure fractions were concentrated to dryness. The compound was dissolved in water and some 1 M HC1 was added. The mixture was extracted with EtOAc. The organic phase was dried over MgS04 and concentrated in vacuo. Yield: 15 mg (8%) as a white solid. ¾ NMR (400 MHz, DMSO-i 6): δ 3.77 (s, 4H), 7.15 (s, 2H), 7.42 (d, J2.0 Hz, 0.4H), 7.44 (d, J2.0 Hz, 1.6H), 7.45 (s, 1.6H), 7.47 (s, 0.4 H), 7.51 (d, J2.3 Hz, 2 H). HPLC: Rt = 2.59 mm, 95% (254 nm, 10-40% MeCN in 10 mM buffer, XBndge) and Rt = 1.65 mm, 97% (214 nm, 10-90% MeCN in 10 mM buffer, XBndge). LC-MS: m/z = 438 (M + 18).
91%	With acetyl chloride at 0 - 20℃;	59 Example 59. 2-(2-{5-[2-(Carboxymethyl)-4-chlorophenyllthiophen-2-yl\|-5- chlorophenyPacetic acid (9708 062) Acetyl chloride (1.43 ml, 20.0 mmol) was added to a stirred solution of 2-bromo-5- chlorophenyl acetic acid (2.00 g, 8.00 mmol) in MeOH (50 ml) at 0°C. The reaction was then stirred at r.t. overnight and the solvent was removed in vacuo. The crude material was dissolved in Et02 (-100 ml) and washed with diluted Na2C03. The organic phase was dried over MgS04 and removed in vacuo. Yield: 1.93 g (91%). LC-MS: m/z = 263, 265 (M + 17, 19)
	With thionyl chloride at 0 - 20℃;	248.1 EXAMPLE 248 5-chloro-2-(2-chloro-6-fluorophenyl)- 10-(methylsulfonyl)- 1 H-phenanthro[9, 10-d] imidazoleStep 1 : Methyl (2-bromo-5-chlorophenyl)acetate To a solution of (2-bromo-5-chlorophenyl)acetic acid (4.99 g, 20 mmol) in methanol (100 mL) at 0 0C was slowly added thionyl chloride (2.2 mL, 30 mmol). The resulting solution was stirred at 0 0C for 10 minutes, then warmed to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure. The crude material was dissolved in hexanes, filtered through Celite and the filtrate concentrated to yield methyl (2-bromo-5-chlorophenyl)acetate (5.13 g) as a colourless oil.

	With sulfuric acid for 15h; Heating / reflux;	1.A EXAMPLE 1; 2-[2-(1-[(3S,4R)-1-Tert-Butyl-4-(2,4-Difluorophenyl)Pyrrolidin-3-yl]Carbonyl}Piperidin-4-yl)-5-Chlorophenyl]-N-Methylacetamide (1-11); Step A: Preparation of Methyl(2-Bromo-5-Chlorophenyl)Acetate (1-2) A solution of (2-bromo-5-chlorophenyl)acetic acid (1-1) (15.0 g, 60;1 mmol) and concentrated sulfuric acid (0.150 mL of a 36N solution) in methanol (120 mL) was heated at reflux for approximately 15 h. After cooling to room temperature, the reaction mixture was concentrated in vacuo and the residue partitioned between methylene chloride and saturated aqueous sodium bicarbonate. The organic layer was separated and the aqueous phase re-extracted twice with methylene chloride. The combined organic extracts were washed with water, brine, dried (MgSO4) and the volatiles evaporated. The residual colorless liquid (15.9 g) was used without further purification in the Step C below.
	With sulfuric acid for 5h; Schlenk technique; Reflux;

Reference： [1]Current Patent Assignee: NEUROSCIOS - WO2013/9259, 2013, A1 Location in patent: Page/Page column 89; 90
[2]Current Patent Assignee: BIOCHROMIX AB - WO2013/36196, 2013, A1 Location in patent: Page/Page column 94
[3]Current Patent Assignee: MERCK & CO INC - WO2007/95753, 2007, A1 Location in patent: Page/Page column 58-59
[4]Current Patent Assignee: MERCK & CO INC - US2003/225060, 2003, A1 Location in patent: Page 26-27
[5]Yang, Xiumei; Chen, Xiahong; Xu, Yankun; Zhang, Minghao; Deng, Guobo; Yang, Yuan; Liang, Yun [Organic Letters, 2021, vol. 23, # 7, p. 2610 - 2615]

3
[ 455957-76-3 ]
[ 1663-39-4 ]
[ 894771-80-3 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine In acetonitrile at 110℃;	174.A A. 5-chloro-2-[(1£)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]benzeneacetic acid methyl ester EPO To a solution of 2-bromo-5-chlorobenzeneacetic acid methyl ester (2.0 g, 7.6 mmol) and 2-propenoic acid tert-butyl ester (1.2 mL, 8.4 mmol) in acetonitrile (5 ml_) was added diisopropylethylamine (1.3 mL, 7.6 mmol), followed by bis(triphenylphosphine)palladium(ll) acetate (1.3 g, 1.7 mmol), and the mixture heated at 110 °C in a sealed tube overnight. The mixture was diluted with ether (300 mL), filtered and concentrated in vacuo. Purified by chromatography on silica afforded Intermediate 174a (1.5 g) as a light yellow oil.

Reference： [1]Current Patent Assignee: BAYER AG - WO2006/66948, 2006, A1 Location in patent: Page/Page column 151-152

4
[ 455957-76-3 ]
[ 98546-51-1 ]
[ 947534-20-5 ]

Yield	Reaction Conditions	Operation in experiment
	With cesium fluoride In 1,2-dimethoxyethane for 4.16667h; Heating / reflux;	248.2 Step 2 : Methyl [4-chloro-4'-(methylthio)biphenyl-2-yl]acetateA mixture of methyl (2-bromo-5-chlorophenyl)acetate (527 mg, 2 mmol from Step 1 above, [4- (methylthio)phenyl]boronic acid (320 mg, 2.2 mmol), cesium fluoride (608 mg, 4 mmol) and Pd(PPh3)4(115 mg, 0.1 mmol) in DME (10 mL) was purged with nitrogen for 10 minutes, followed by heating at reflux for 4 hours. The reaction mixture was then cooled to room temperature, diluted with water and ethyl acetate. The organic layer was washed with water (3 times), dried over Na2SO4, filtered and concentrated. The material was purified by flash chromatography on silica (100% toluene) to provide methyl [4-chloro-4'-(methylthio)biphenyl-2-yl]acetate (554 mg).

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2007/95753, 2007, A1 Location in patent: Page/Page column 59

5
[ 455957-76-3 ]
[ 74-88-4 ]
[ 455957-81-0 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: methyl (2-bromo-5-chlorophenyl)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 0℃; for 0.833333h; Stage #2: methyl iodide In tetrahydrofuran; hexanes for 1h;	2.A 4-[2-(2-Azetidin-1-yl-1-Methyl-2-Oxoethyl)-4-Chlorophenyl]-1-[(3S,4R)-1-Tert-Butyl-4-(2,4-Difluorophenyl)Pyrrolidin-3-yl]Carbonyl}Piperidine (2-7); Step A: Preparation of Methyl 2-(2-Bromo-5-Chlorophenyl)Propanoate (2-1) A solution of n-butyllithium (1.67 mL of a 2.5 M solution in hexanes, 4.17 mmol) was added dropwise via syringe to a stirred solution of diisopropylamine (0.61 mL, 4.36 mmol) in tetrahydrofuran (10 mL) at -78° C. After approximately 10 min, the reaction mixture was warmed to 0° C. and aged for another 10 min. After re-cooling to -78° C., a solution of methyl (2-bromo-5-chlorophenyl)acetate (1-2) (1.00 g, 3.79 mmol) in tetrahydrofuran (10 mL) was added dropwise via syringe and the resulting yellow mixture was stirred at -78° C. for approximately 30 min. Iodomethane (0.35 mL, 5.69 mmol) was added and after 1 h, the reaction mixture was warmed to ambient temperature and quenched with saturated aqueous ammonium chloride. The resulting mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. Purification of the crude residue by flash chromatography on silica gel (gradient elution; 0-20% ethyl acetate/hexanes as eluent) furnished 2-1 as a colorless oil (1.00 g).

Reference： [1]Current Patent Assignee: MERCK & CO INC - US2003/225060, 2003, A1 Location in patent: Page 31-32

6
[ 455957-76-3 ]
C₂₂H₁₈Cl₂O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere; Sealed tube 2: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / toluene; methanol / 3 h / 60 °C / Inert atmosphere
	Multi-step reaction with 2 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 2: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / toluene; methanol / 3 h / 60 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: NEUROSCIOS - WO2013/9259, 2013, A1
[2]Current Patent Assignee: BIOCHROMIX AB - WO2013/36196, 2013, A1

7
[ 455957-76-3 ]
[ 73183-34-3 ]
[ 1419172-25-0 ]

Yield	Reaction Conditions	Operation in experiment
50%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 3h; Inert atmosphere; Sealed tube;	59 Example 59. 2-(2-{5-[2-(Carboxymethyl)-4-chlorophenyl]thiophen-2-yl} -5-chlorophenyl)acetic Acetyl chloride (1.43 ml, 20.0 mmol) was added to a stirred solution of 2-bromo-5- chlorophenylacetic acid (2.00 g, 8.00 mmol) in MeOH (50 ml) at 0°C. The reaction was then stirred at r.t. overnight and the solvent was removed in vacuo. The crude material was dissolved in Et02 (-100 ml) and washed with diluted Na2C03. The organic phase was dried over MgS04 and removed in vacuo. Yield: 1.93 g (91%). LC-MS: m/z = 263, 265 (M + 17, 19) The material from above (866 mg, 3.29 mmol) in dry 1,4 dioxane (15 ml) was added to bis(pinacolato)diboron (918 mg, 3.62 mmol) and AcOK (1.19 g, 12.2 mmol). The stirred mixture was flushed with argon and l,l'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (120 mg, 0.164 mmol) was added. The reaction was heated in a sealed tube at 100°C for 3 hours. Cooled and diluted with Et20. The organic phase was washed with water and brine, dried over MgS04 and removed in vacuo. The crude material was dissolved in toluene and purified by flash chromatography (5% EtOAc in toluene, 200 ml silica). Yield: 511 mg (50%) as a colourless oil. LC-MS: m/z = 311 (M + 1). Argon was flushed through a stirred solution of the material from above (140 mg, 0.451 mmol) and 2,5-dibromothiophene (32.7 mg, 0.135 mmol) in a mixture of toluene (3 ml) and MeOH (3 ml). K2C03 (374 mg, 2.71 mmol) and PEPPSI-iPr (16.5 mg, 0.0230 mmol) were added and the reaction heated at 60°C for 3 hours. The solvents were removed in vacuo. The crude material was dissolved in a mixture of water, MeOH and some 1 M NH4HCO3 and purified by prep-HPLC (5- 40% MeCN, in 50 mM NH3/NH4HCO3 buffer). The combined pure fractions were concentrated to dryness. The compound was dissolved in water and some 1 M HC1 was added. The mixture was extracted with EtOAc. The organic phase was dried over MgS04 and concentrated in vacuo. Yield: 15 mg (8%) as a white solid. ¾ NMR (400 MHz, DMSO-i 6): δ 3.77 (s, 4H), 7.15 (s, 2H), 7.42 (d, J2.0 Hz, 0.4H), 7.44 (d, J2.0 Hz, 1.6H), 7.45 (s, 1.6H), 7.47 (s, 0.4 H), 7.51 (d, J2.3 Hz, 2 H). HPLC: Rt = 2.59 mm, 95% (254 nm, 10-40% MeCN in 10 mM buffer, XBndge) and Rt = 1.65 mm, 97% (214 nm, 10-90% MeCN in 10 mM buffer, XBndge). LC-MS: m/z = 438 (M + 18).
50%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 100℃; for 3h; Inert atmosphere;	59 Example 59. 2-(2-{5-[2-(Carboxymethyl)-4-chlorophenyllthiophen-2-yl\|-5- chlorophenyPacetic acid (9708 062) The material from above (866 mg, 3.29 mmol) in dry 1,4 dioxane (15 ml) was added to bis(pinacolato)diboron (918 mg, 3.62 mmol) and AcOK (1.19 g, 12.2 mmol). The stirred mixture was flushed with argon and l,l'-bis(diphenylphosphino)ferrocene- palladium(II)dichloride (120 mg, 0.164 mmol) was added. The reaction was heated in a sealed tube at 100°C for 3 hours. Cooled and diluted with Et20. The organic phase was washed with water and brine, dried over MgS04 and removed in vacuo. The crude material was dissolved in toluene and purified by flash chromatography (5% EtOAc in toluene, 200 ml silica). Yield: 511 mg (50%) as a colourless oil. LC-MS: m/z = 311 (M + 1).

8
[ 455957-76-3 ]
[ 1419170-25-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 2: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / toluene; methanol / 3 h / 60 °C / Inert atmosphere 3: sodium hydrogencarbonate; water / methanol

Reference： [1]Current Patent Assignee: BIOCHROMIX AB - WO2013/36196, 2013, A1

9
[ 455957-76-3 ]
[ 107-31-3 ]
methyl 2-(2-bromo-5-chlorophenyl)-3-hydroxyacrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With sodium hydride In mineral oil at 10 - 15℃; for 1h;

Reference： [1]Bugaenko, Dmitry I.; Dubrovina, Anastasia A.; Yurovskaya, Marina A.; Karchava, Alexander V. [Organic Letters, 2018, vol. 20, # 23, p. 7358 - 7362]

10
[ 455957-76-3 ]
methyl 5-chloro-1-(4-methoxyphenyl)-1H-indole-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium hydride / mineral oil / 1 h / 10 - 15 °C 2: methanol / 8 h / Reflux 3: potassium <i>tert</i>-butylate / N,N-dimethyl-formamide / 3 h / 125 °C / Inert atmosphere

Reference： [1]Bugaenko, Dmitry I.; Dubrovina, Anastasia A.; Yurovskaya, Marina A.; Karchava, Alexander V. [Organic Letters, 2018, vol. 20, # 23, p. 7358 - 7362]

11
[ 455957-76-3 ]
C₁₇H₁₅BrClNO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium hydride / mineral oil / 1 h / 10 - 15 °C 2: methanol / 8 h / Reflux

Reference： [1]Bugaenko, Dmitry I.; Dubrovina, Anastasia A.; Yurovskaya, Marina A.; Karchava, Alexander V. [Organic Letters, 2018, vol. 20, # 23, p. 7358 - 7362]

12
[ 455957-76-3 ]
7-chloro-9-methylene-9H-tribenzo[a,c,e][7]annulene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / toluene / 12 h / 80 °C / Schlenk technique 2: potassium hydroxide / water; tetrahydrofuran / 6 h / Reflux 3: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide / 2 h / 140 °C / Schlenk technique; Inert atmosphere
	Multi-step reaction with 3 steps 1: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / toluene / 12 h / 80 °C / Schlenk technique 2: potassium hydroxide / water; tetrahydrofuran / 6 h / Reflux 3: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide / 36 h / 140 °C / Schlenk technique; Inert atmosphere

Reference： [1]Yang, Xiumei; Chen, Xiahong; Xu, Yankun; Zhang, Minghao; Deng, Guobo; Yang, Yuan; Liang, Yun [Organic Letters, 2021, vol. 23, # 7, p. 2610 - 2615]
[2]Yang, Xiumei; Chen, Xiahong; Xu, Yankun; Zhang, Minghao; Deng, Guobo; Yang, Yuan; Liang, Yun [Organic Letters, 2021, vol. 23, # 7, p. 2610 - 2615]

13
[ 455957-76-3 ]
2-(2-bromo-5-chlorophenyl)acrylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / toluene / 12 h / 80 °C / Schlenk technique 2: potassium hydroxide / water; tetrahydrofuran / 6 h / Reflux

Reference： [1]Yang, Xiumei; Chen, Xiahong; Xu, Yankun; Zhang, Minghao; Deng, Guobo; Yang, Yuan; Liang, Yun [Organic Letters, 2021, vol. 23, # 7, p. 2610 - 2615]

14
[ 50-00-0 ]
[ 455957-76-3 ]
C₁₀H₈BrClO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 80℃; for 12h; Schlenk technique;

Reference： [1]Yang, Xiumei; Chen, Xiahong; Xu, Yankun; Zhang, Minghao; Deng, Guobo; Yang, Yuan; Liang, Yun [Organic Letters, 2021, vol. 23, # 7, p. 2610 - 2615]

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 455957-76-3 ]

Aryls

[ 1021089-12-2 ]

Methyl 2-(2-bromo-3-chlorophenyl)acetate

Similarity: 0.96

[ 115871-49-3 ]

Methyl 2-(2-bromo-4-chlorophenyl)acetate

Similarity: 0.96

[ 81682-38-4 ]

2-(2-Bromo-5-chlorophenyl)acetic acid

Similarity: 0.90

[ 1261775-55-6 ]

2-(2-Bromo-3-chlorophenyl)acetic acid

Similarity: 0.86

[ 52864-56-9 ]

2-Bromo-4-chlorophenylacetic acid

Similarity: 0.86

Bromides

[ 1021089-12-2 ]

Methyl 2-(2-bromo-3-chlorophenyl)acetate

Similarity: 0.96

[ 115871-49-3 ]

Methyl 2-(2-bromo-4-chlorophenyl)acetate

Similarity: 0.96

[ 81682-38-4 ]

2-(2-Bromo-5-chlorophenyl)acetic acid

Similarity: 0.90

[ 1261775-55-6 ]

2-(2-Bromo-3-chlorophenyl)acetic acid

Similarity: 0.86

[ 52864-56-9 ]

2-Bromo-4-chlorophenylacetic acid

Similarity: 0.86

Chlorides

[ 1021089-12-2 ]

Methyl 2-(2-bromo-3-chlorophenyl)acetate

Similarity: 0.96

[ 115871-49-3 ]

Methyl 2-(2-bromo-4-chlorophenyl)acetate

Similarity: 0.96

[ 81682-38-4 ]

2-(2-Bromo-5-chlorophenyl)acetic acid

Similarity: 0.90

[ 1261775-55-6 ]

2-(2-Bromo-3-chlorophenyl)acetic acid

Similarity: 0.86

[ 52864-56-9 ]

2-Bromo-4-chlorophenylacetic acid

Similarity: 0.86

Esters

[ 1021089-12-2 ]

Methyl 2-(2-bromo-3-chlorophenyl)acetate

Similarity: 0.96

[ 115871-49-3 ]

Methyl 2-(2-bromo-4-chlorophenyl)acetate

Similarity: 0.96

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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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. 455957-76-3 ]

Quality Control of [ 455957-76-3 ]

Related Doc. of [ 455957-76-3 ]

Product Details of [ 455957-76-3 ]

Calculated chemistry of [ 455957-76-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 455957-76-3 ]

Application In Synthesis of [ 455957-76-3 ]

[ 455957-76-3 ] Synthesis Path-Downstream 1~14

Related Functional Groups of [ 455957-76-3 ]

Aryls

Bromides

Chlorides

Esters

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 455957-76-3 ]