Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 126617-98-9 | MDL No. : | MFCD03412110 |
Formula : | C8H11BO3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | JHPPAFXQJZJGEP-UHFFFAOYSA-N |
M.W : | 165.98 | Pubchem ID : | 3759408 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium carbonate; triphenylphosphine;palladium diacetate; In propan-1-ol; water; toluene; at 80℃; | l-[4-Ainino-7-bromo-2-(ethoxymethyl)-lH-imidazo[4,5-c][l,5]naphthyridin-l-yl]- 2-methylpropan-2-ol (0.039 g, 0.10 mmol) was added to a test tube. The boronic acid (0.11 mmol) indicated in the table below and n-propanol (1.6 niL) were sequentially added. The test tube was purged with nitrogen. Palladium (II) acetate (0.150 mL of a 4 rng/mL solution in toluene, 0.0026 mmol), 2 M aqueous sodium carbonate solution (0.600 rnL), deionized water (113 muL), and a solution of 0.15 mol% triphenylphosphine in n- propanol (53 muL, 0.0078 mmol) were sequentially added. The test tube was purged with nitrogen, capped, and then heated at 80 0C overnight.The contents of each test tube were passed through a Waters Oasis Sample Extractions Cartridge MCX (6 cc) according to the procedure described in Examples 4 - 58. The resulting basic solutions were concentrated by vacuum centrifugation. Each sample was subjected to the reaction with boron tribromide described in Examples 128 - 151 using 0.400 mL of boron tribromide solution for each test tube. Each reaction was stirred for six hours at room temperature. After methanol and 6 Nu hydrochloric acid were added to each tube, the contents were vortexed for 30 minutes, and the volatiles were removed by vacuum centrifugation. The compounds were purified by reversed phase prep HPLC according to the method described in Examples 77 - 127. The table below shows the reagent added to each test tube, the structure of the resulting compound, and the observed accurate mass for the isolated trifluoroacetate salt. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); at 90℃; for 19h; | Example 61 10-[2'-(METHOXYMETHYL)-1,1'-BIPHENYL-4-YL]CARBONYL}-N-(PYRIDIN-3-YLMETHYL)-10,11-DIHYDRO-5H-PYRROLO[2,1-C][1,4]BENZODIAZEPINE-3-CARBOXAMIDE Step A. 2'-Methoxymethyl-biphenyl-4-carboxylic acid; To a suspension of 4-iodobenzoic acid (0.82 g, 3.31 mmol) and <strong>[126617-98-9]2-methoxymethylphenylboronic acid</strong> (0.55 g, 3.31 mmol) in dry acetonitrile (30 mL) was added a 0.4 M aqueous sodium carbonate solution (30 mL) and the reaction mixture purged with nitrogen for 10 minutes. Tetrakis(triphenylphosphine)palladium(0) (90 mg, 0.078 mmol) was then added and the reaction mixture heated to 90 C. for 19 hours. The hot reaction mixture was filtered through celite, concentrated in vacuo to remove acetonitrile and the resulting aqueous suspension washed with ethyl acetate (2×30 mL). The aqueous phase was acidified to pH 1 by the addition of concentrated hydrochloric acid, the resulting white suspension cooled to 4 C. for 1 hour and the solid product filtered. Recrystallization from dichloroethane gave the title compound (0.469 g, 59%) as a white solid, m.p. 164.5-165.5 C. MS [(-)ESI, m/z]: 241 [M-H]- |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
A solution of 3-(4-iodo-phenoxymethyl)-benzoic acid methyl ester (of intermediate 1; 37 mg, 0.1 mmol) in dioxane (2 mL) was degassed with nitrogen and then added to a reaction vial containing <strong>[126617-98-9]2-methoxymethylphenylboronic acid</strong> (available from Apollo Scientific Ltd., Stockport, UK). The solution was sonicated and degassed and a solution of sodium hydroxide (4 M, 0.2 mL) was added, followed by bis(tri-cyclo-hexylphosphine)palladium (available from Strem Chemicals, Inc., Newburyport, Mass.; 0.005 mmol) was added. The mixture was degassed and then heated in a microwave oven at 170 degrees for 25 min. The reaction mixture was filtered through silica and the silica washed with dioxane (1 mL), and dimethylacetamide (1 mL). 1 M HCl was added until a solid formed. The vial was centrifuged and the solvent was removed. The crude product was washed with water and centrifuged again for 5 min. The water was decanted and the solid was dried in a vacuum oven at 50 degrees to give 3-(2'-methoxymethyl-biphenyl-4-yloxymethyl)-benzoic acid. Mass spectrum MH+=349. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General Procedure 4 for the Preparation of 3-Biaryloxymethyl-phenylacetic Acids A first stock solution was prepared consisting of [3-(4-iodo-phenoxymethyl)-phenyl]-acetic acid ethyl ester (of intermediate 4; 1.89 g, 4.8 mmol), bis(tri-cyclohexyl-phosphine)palladium (available from Strem Chemicals, Inc., Newburyport, Mass.; 168 mg, 0.25 mmol), and dioxane (approximately 96 mL). This solution was sonicated and degassed by bubbling nitrogen gas through it. A second stock solution was prepared consisting of potassium carbonate (1.99 g, 14.4 mmol) and water (approximately 9.6 mL). 4 mL of the first stock solution and 0.4 mL of the second stock solution were added to each of a number of tubes containing an aryl-boronic acid. The mixtures were each heated in a microwave oven at 170 degrees for 25 min. To each reaction mixture was added 1 M KOH solution (0.8 mL, 0.8 mmol) and the solutions were heated at 60 degrees overnight. 1 M HCl (0.8 mL, 0.8 mmol) was added to each solution and the reactions were then filtered through silica (1 g) and washed with dimethylacetamide. The solutions were evaporated to dryness using a Genevac system and further dried in the vacuum oven at 50 degrees.; Example 42 [3-(2'-Methoxymethyl-biphenyl-4-yloxymethyl)-phenyl]-acetic acid [3-(2'-Methoxymethyl-biphenyl-4-yloxymethyl)-phenyl]-acetic acid was prepared using general procedure 4 from [3-(4-iodo-phenoxymethyl)-phenyl]-acetic acid ethyl ester (of intermediate 4) and <strong>[126617-98-9]2-methoxymethylphenylboronic acid</strong> (available from Apollo Scientific Ltd., Stockport, UK). Mass spectrum MH+=363. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
A first stock solution was prepared consisting of 6-(4-iodo-phenoxymethyl)-pyridine-2-carboxylic acid methyl ester (of intermediate 5; 1.77 g, 4.8 mmol), bis(tri-cyclohexyl-phosphine)palladium (available from Strem Chemicals, Inc., Newburyport, Mass.; 168 mg, 0.25 mmol), and dioxane (approximately 100 mL). A second stock solution was prepared consisting of potassium carbonate (1.99 g, 14.4 mmol) and water (approximately 10 mL). The solutions were sonicated and degassed by bubbling nitrogen gas through them. 4 mL of the first stock solution and 0.4 mL of the second stock solution were added to a reaction tube containing 2-methoxymethyl-phenylboronic acid (available from Apollo Scientific Ltd., Stockport, UK; 100 mg, 0.6 mmol). The mixture was heated in a microwave oven at 170 degrees for 25 min, and then 1 M KOH solution (1 equivalent) was added and the reaction mixture was heated in the microwave for 10 minutes at 120 degrees, for 10 minutes at 130 degrees, and at 170 degrees for one hour. The reaction mixture was then filtered through a silica column (1 g) and washed with dimethylacetamide (2×1 mL). The solvent was evaporated to give 6-(2'-methoxymethyl-biphenyl-4-yloxymethyl)-pyridine-2-carboxylic acid. Mass spectrum MH+=350. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetra-(n-butyl)ammonium iodide; caesium carbonate;POPd; In water; N,N-dimethyl-formamide; at 150℃; for 0.333333h;Microwave irradiation; | In a 5mL microwave vial, (R)-3-bromo-5-(5-methylpyridin-2-yl)-N-(l -(2- methylpyrimidin-5-yl)ethyl)benzamide (50.00 mg, 0.1216 mrnol), <strong>[126617-98-9]2-(methoxymethyl)phenylboronic acid</strong> (40.36 mg, 0.2431 mmol), cesium carbonate (198.0 mg, 0.6078 mmol), tetra-n-butylammonium iodide (44.90 mg, 0.1216 mmol), and POPd (6.100 mg, 0.01216 mmol) were dissolved in Water (0.09 mL, 5 mmol) and NN-dimethylformamide (0.4 mL, 6 mmol). The reaction mixture was microwaved for 20mins at 150 degrees. The reaction was purified directly by reversed phase HPLC (acetonitrile: water gradient) at pH10. The combined pure fractions were reduced invacuo to afford the title compound as white solid. IH NuMR (DMSO-d6): 9.06 (d, J=7.66 Hz, IH), 8.73 (s, 2H), 8.56-8.54 (m, 2H), 8.22 (t, J=I .49 Hz, IH), 8.01(d, J=8.06 Hz, IH)1 7.93 (t, J=I .49 Hz, IH), 7.74 (dd, J=8.36 &2.39 Hz, IH), 7.55-7.52 (m, IH), 7.45- 7.40 (m, 3H), 5.22 (qt, J=8.24 Hz, IH), 4.29 (s, 2H), 3.22 (s, 3H), 2.59 (s, 3H), 2.35 (s, 3H), 1.55 (d, J=7.29 Hz, 3H). |
[ 87199-14-2 ]
(2-(Hydroxymethyl)phenyl)boronic acid
Similarity: 0.92
[ 59016-93-2 ]
4-(Hydroxymethyl)benzeneboronic acid
Similarity: 0.82
[ 208399-66-0 ]
(4-Methoxy-2-methylphenyl)boronic acid
Similarity: 0.81
[ 374538-03-1 ]
2-Methoxycarbonylphenylboronic acid
Similarity: 0.81
[ 87199-15-3 ]
3-(Hydroxymethyl)phenylboronic acid
Similarity: 0.81
[ 87199-14-2 ]
(2-(Hydroxymethyl)phenyl)boronic acid
Similarity: 0.92
[ 59016-93-2 ]
4-(Hydroxymethyl)benzeneboronic acid
Similarity: 0.82
[ 208399-66-0 ]
(4-Methoxy-2-methylphenyl)boronic acid
Similarity: 0.81
[ 374538-03-1 ]
2-Methoxycarbonylphenylboronic acid
Similarity: 0.81
[ 87199-15-3 ]
3-(Hydroxymethyl)phenylboronic acid
Similarity: 0.81
[ 208399-66-0 ]
(4-Methoxy-2-methylphenyl)boronic acid
Similarity: 0.81
[ 865139-18-0 ]
(4-(Benzyloxy)-2,6-dimethylphenyl)boronic acid
Similarity: 0.81
[ 1313617-76-3 ]
(3-Methoxy-2-methylphenyl)boronic acid
Similarity: 0.78
[ 342899-07-4 ]
(2-Ethyl-4-methoxyphenyl)boronic acid
Similarity: 0.78
[ 361543-99-9 ]
4-Methoxy-2,6-dimethylphenylboronic acid
Similarity: 0.78