Select Region or Location
Americas
  • Argentina
  • Brazil
  • Canada
  • Mexico
  • United States
  • Other Americas
Europe
  • Austria
  • Belgium
  • Bulgaria
  • Croatia/Hrvatska
  • Cyprus
  • Czech Republic
  • Denmark
  • Estonia
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • Ireland
  • Italy
  • Latvia
  • Liechtenstein
  • Lithuania
  • Luxembourg
  • Malta
  • Netherlands
  • Norway
  • Poland
  • Portugal
  • Romania
  • Slovak Republic
  • Slovenia
  • Spain
  • Sweden
  • Switzerland
  • Turkey
  • United Kingdom
  • Other Europe
Asia Pacific
  • Australia
  • China
  • India
  • Indonesia
  • Japan
  • Korea, Republic of
  • Malaysia
  • New Zealand
  • Philippines
  • Singapore
  • Thailand
  • Vietnam
  • Other Asia Pacific
Africa And Middle East
  • Egypt
  • Israel
  • Other Africa And Middle East
USD
Home Cart Sign in  
Chemical Structure| 1307255-11-3 Chemical Structure| 1307255-11-3

Structure of 1307255-11-3

Chemical Structure| 1307255-11-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}
    {[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1307255-11-3 ]

CAS No. :1307255-11-3
Formula : C8H8BrFO
M.W : 219.05
SMILES Code : COCC1=C(F)C(Br)=CC=C1
English Name :1-Bromo-2-fluoro-3-(methoxymethyl)benzene
MDL No. :MFCD28347685
InChI Key :ZIGGSVOUBSSHBJ-UHFFFAOYSA-N
Pubchem ID :70660929

Safety of [ 1307255-11-3 ]

Application In Synthesis of [ 1307255-11-3 ]

* 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 [ 1307255-11-3 ]

[ 1307255-11-3 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 161957-56-8 ]
  • [ 1307255-11-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 20 °C / Cooling with ice 2: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Cooling with ice
  • 2
  • [ 261723-32-4 ]
  • [ 74-88-4 ]
  • [ 1307255-11-3 ]
YieldReaction ConditionsOperation in experiment
94% Stage #1: 1-bromo-2-fluoro-3-(hydroxymethyl)benzene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 20℃; for 1.5h; 159B To a solution of (3-bromo-2-fluorophenyl)methanol (5.0 g, 24 mmol) in tetrahydrofuran (50 mL) at 0 °C under nitrogen was added sodium hydride ( 1.9 g, 49 mmol, 60 % w/w) in portions. The mixture was stirred at 0 °C for 30 minutes, and iodomethane (17 g, 72 mmol) was added to the mixture. The reaction mixture was stirred at room temperature for 1.5 h, then quenched with ice-water (50 mL), stirred for 30 min. and extracted with ethyl acetate (3 χ 50 mL). The combined organic layers were washed with brine (2 χ 50 mL), dried over anhydrous sodium sulfate, concentrated in vacuo and purified by silica gel column chromatography [petroleum ether: ethyl acetate = 15: 1] to give compound B-261 (5.2 g, 94% yield) as a yellow oil.
With sodium hydride In tetrahydrofuran; mineral oil at 20℃; Cooling with ice; 37.ii To an ice-cold solution of Compound II (500 mg) in THF (5.0 mL) were added sodium hydride (160 mg, 55% contents) and methyl iodide (608 μL), and the resulting mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was concentrated under reduced pressure. The residue was diluted with water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1) to give Compound III (426 mg).
  • 3
  • [ 1307255-11-3 ]
  • [ 1307255-12-4 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; tert-butyl XPhos In 1,4-dioxane; water at 80℃; 37.iii To a solution of Compound III (426 mg), 2-di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl (165 mg) and potassium hydroxide (327 mg) in a mixture of 1,4-dioxane/water (1 mL/1 mL) was added Pd2(dba)3 (89 mg), and the mixture was stirred at 80° C. overnight. To the reaction mixture was added 1M hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=4/1) to give Compound IV (103 mg).
  • 4
  • [ 1307255-11-3 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide; tert-butyl XPhos / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 80 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 20 °C
  • 5
  • [ 1307255-11-3 ]
  • [ 68-12-2 ]
  • [ 1896924-48-3 ]
YieldReaction ConditionsOperation in experiment
69% Stage #1: 1-bromo-2-fluoro-3-(methoxymethyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 0℃; for 1h; 160B To a solution of compound B-261 (3.0 g, 14 mmol) in tetrahydrofuran (30 mL) at -78 °C was added n-butyllithium (2.5 mol/L, 3.8 mL, 15 mmol). The reaction mixture was stirred at this temperature for 30 min., and N,N-dimethylformamide (2.0 g, 28 mmol) was added. The reaction was allowed to warm from -78 °C to 0 °C over 1 hour, then quenched with saturated aqueous ammonium chloride (30 mL) and extracted with ethyl acetate (3 χ 50 mL). The combined organic phases were concentrated, and the residue was purified by silica gel chromatography [petroleum ether: ethyl acetate = 20: 1] to give compound B-262 (1.6 g, 69% yield) as a yellow oil. i-NMR (CDC13, 400 MHz): δ 7.50 (t, J=7.2 Hz, 1H), 7.38 (t, J=6.8 Hz, 1H), 7.05 (t, J=7.6 Hz, 1H).
  • 6
  • [ 1307255-11-3 ]
  • [ 1954363-76-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 1 h / -78 - 0 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere
  • 7
  • [ 1307255-11-3 ]
  • [ 1954363-79-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 1 h / -78 - 0 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere 3.1: lithium hydroxide monohydrate; water / methanol / 1 h / 25 °C 3.2: pH 4-5
  • 8
  • [ 1307255-11-3 ]
  • [ 2982892-58-8 ]
  • [ 2982890-44-6 ]
YieldReaction ConditionsOperation in experiment
42 % With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 85℃; 4 Example 4: 2-(4-(2-fluoro-3-(methoxymethyl)phenyl)piperazin-1-yl)-N-isobutyl-2- methylpropanamide (4) A suspe oxymethyl)benzene (350 mg, 1.6 mmol), N-isobutyl-2-methyl-2-(piperazin-1-yl)propanamide dihydrochloride salt (Example 4a) (500 mg, 1.6 mmol), BINAP (99 mg, 0.16 mmol), Pd2(dba)3 (30 mg, 0.032 mmol), and sodium tert-butoxide (614 mg, 6.4 mmol) in toluene (20 mL) was stirred at 85 oC overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, concentrated, and purified by column chromatography (ethyl acetate/hexanes). The combined fractions were further purified on HPLC (acetonitrile/water) and the product was lyophilized to give a white solid (250 mg, 42%). 1H NMR (DMSO-d6) δ 0.83 (d, J = 6.7 Hz, 6H), 1.12 (s, 6H), 1.73 (hept, J = 6.8 Hz, 1H), 2.56 (t, J = 4.6 Hz, 4H), 2.92 (t, J = 6.5 Hz, 2H), 3.06 (d, J = 4.9 Hz, 4H), 3.28 (s, 3H), 4.42 (d, J = 1.4 Hz, 2H), 6.98 (t, J = 7.2 Hz, 2H), 7.72 (t, J = 6.2 Hz, 1H). MS 366 (MH+).
42 % With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 85℃; 4 Example 4: 2-(4-(2-fluoro-3-(methoxymethyl)phenyl)piperazin-1-yl)-N-isobutyl-2- methylpropanamide (4) A suspe oxymethyl)benzene (350 mg, 1.6 mmol), N-isobutyl-2-methyl-2-(piperazin-1-yl)propanamide dihydrochloride salt (Example 4a) (500 mg, 1.6 mmol), BINAP (99 mg, 0.16 mmol), Pd2(dba)3 (30 mg, 0.032 mmol), and sodium tert-butoxide (614 mg, 6.4 mmol) in toluene (20 mL) was stirred at 85 oC overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, concentrated, and purified by column chromatography (ethyl acetate/hexanes). The combined fractions were further purified on HPLC (acetonitrile/water) and the product was lyophilized to give a white solid (250 mg, 42%). 1H NMR (DMSO-d6) δ 0.83 (d, J = 6.7 Hz, 6H), 1.12 (s, 6H), 1.73 (hept, J = 6.8 Hz, 1H), 2.56 (t, J = 4.6 Hz, 4H), 2.92 (t, J = 6.5 Hz, 2H), 3.06 (d, J = 4.9 Hz, 4H), 3.28 (s, 3H), 4.42 (d, J = 1.4 Hz, 2H), 6.98 (t, J = 7.2 Hz, 2H), 7.72 (t, J = 6.2 Hz, 1H). MS 366 (MH+).
 

Historical Records

Technical Information

Categories