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) ]} | Inquiry {[ 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 - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 137654-21-8 | MDL No. : | MFCD00671764 |
Formula : | C8H7FO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XLNQGZLCGVLNMF-UHFFFAOYSA-N |
M.W : | 170.14 | Pubchem ID : | 2737360 |
Synonyms : |
|
Num. heavy atoms : | 12 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.12 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 39.85 |
TPSA : | 46.53 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.78 cm/s |
Log Po/w (iLOGP) : | 1.3 |
Log Po/w (XLOGP3) : | 0.79 |
Log Po/w (WLOGP) : | 1.95 |
Log Po/w (MLOGP) : | 1.75 |
Log Po/w (SILICOS-IT) : | 1.64 |
Consensus Log Po/w : | 1.49 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -1.63 |
Solubility : | 3.98 mg/ml ; 0.0234 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.35 |
Solubility : | 7.63 mg/ml ; 0.0449 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.17 |
Solubility : | 1.14 mg/ml ; 0.00673 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.39 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
95% | With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; for 1h; | 2-fluoro-6-methoxybenzoyl chloride. Oxalyl chloride (0.56 mL, 6.4 mmol) was added to the solution of 1.0 g (5.9 mmol) <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> in 5 mL anhydrous CH2Cl2. Then a drop of DMF was added. After one hour, when the slow bubbling was ceased, volatiles were removed under reduced pressure to afford 1.1 g (95%) acid chloride as pale-yellow liquid.1H NMR (300 MHz, CDCl3): delta 7.45 (q, 1H), 6.7-6.8 (m, 2H), 3.9 (s, 3H). |
95% | With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; for 1h; | Oxalyl chloride (0.56 mL, 6.4 mmol) was added to the solution of 1.0 g (5.9 mmol) <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> in 5 mL anhydrous CH2CI2. Then a drop of DMF was added. After one hour, when the slow bubbling was ceased, volatiles were removed under reduced pressure to afford 1.1 g (95%) acid chloride as pale-yellow liquid.[00230] 1H NMR (300 MHz, CDCl3): delta 7.45 (q, IH), 6.7-6.8 (m, 2H)5 3.9 (s, 3H). |
91% | With pyridine; oxalyl dichloride; In dichloromethane; at 0 - 25℃; | General procedure: By processing 2- halobenzoic acid(compound 1) in which pyridine exists in the dichloromethane at a temperatureof 0C to 25C as the oxalyl chloride 2- halobenzoyl chloride (compound 2)is manufactured (equation 1 reference). After this is all night long mixedafter the dichloromethane is evaporated the residue the pyridiniumhydrochloride is removed in the anhydrous tetrahydrofuran after the knock-inwith the filtering. If the concentrated residue is refined to the vacuum distillation the compound 2 is manufactured (R1=H, R2=H,X=Br; 87%, R1=Cl, R2=H, X=Br; 97%, R1=Me, R2=H,X=Br; 93%, R1=OMe, R2=H, X=F; 75%, R1=H, R2=OMe,X=F; 91%). |
With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; for 1h; | 2-fluoro-6-methoxybenzoyl chloride. Oxalyl chloride (0.56 mL, 6.4 mmol) was added to the solution of 1.0 g (5.9 mmol) <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> in 5 mL anhydrous CH2Cl2. Then a drop of DMF was added. After one hour, when the slow bubbling was ceased, volatiles were removed under reduced pressure to afford 1.1 g (95%) acid chloride as pale-yellow liquid. 1H NMR (300 MHz, CDCl3): delta 7.45 (q, IH), 6.7-6.8 (m, 2H), 3.9 (s, 3H). | |
With thionyl chloride; N,N-dimethyl-formamide; at 70℃; | General procedure: The mixture of 2,6-difluorobenzoic acid (iii) (500 mg, 3.17 mmol), thionyl chloride (11.5mL, 159 mmol) and DMF (19 muL) was heated at 70 C for 2.5 h. After cooling, the volatile materials were removed under the reduced pressure to give benzoyl chloride iv S2) as a yellow oil, which was used to the next reaction without purification. | |
With thionyl chloride; In benzene; at 20℃; for 2h;Resolution of racemate; | Into a solution of <strong>[137654-21-8]6-fluoro-2-methoxybenzoic acid</strong> (116 mg, 0.67 mmol, 1.2 equivalent) in benzene (1.0 mL), SOCl2 (1.0 mL) was added at room temperature, and the resulting solution was refluxed for 2 h. The reaction mixture was concentrated under vacuum to generate 6-fluoro-2-methoxybenzoyl chloride 4a, which was used directly in the next step without purification. A solution of 4a in CH2Cl2 (DCM, 2 mL) was added to a slurry of AlCl3 (97 mg, 1.3 equivalent) in DCM (2.5 mL) at 0 C, and then, a solution of 1?H-1,3?-bipyrrol-2?-yl(2-methoxyphenyl)methanone (2) [1] (150 mg, 0.56 mmol, 1.0 equivalent) in DCM (1.5 mL) was added dropwise. The resulting solution was allowed to warm to room temperature and stirred overnight. A saturated solution of NaHCO3 (10 mL) and DCM (10 mL) was then added, and the resulting mixture was stirred for 1 h and then filtered through Celite (Sigma-Aldrich, St. Louis, MO, USA). The mixture was extracted with DCM (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4, and purified by flash column chromatography (silica gel, hexanes:DCM:EtOAc 4:4:1) to afford 168 mg of 5c as a white solid, 71% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; at 20℃; for 6h; | To a stirred solution of Compound 2 (Intermediate 31 , 0.50 g, 1.9 mmol) and triethylamaine ("Et3N", 0.5 ml) in THF (40 ml) was added in one portion both <strong>[137654-21-8]6-fluoro-2-methoxybenzoic acid</strong> (Compounds B, 0.38 g, 2.2 mmol) and BOP reagent (1.2 g, 2.2 mmol). Upon completion of addition, the resulting solution was stirred at ambient temperature for 6 h. After this time, the reaction mixture was concentrated under reduced pressure to provide an oily residue. The oily residue was purified by silica gel chromatography, eluted with 0 - 100% EtOAc/Hexane to provide Compound C (0.41 g, 0.96 mmol, 50%) as a colorless oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | N-(2-Cyano-5-methyl-phenyl)-2-fluoro-6-methoxy-benzamide 6-Fluoro-2-anisoic acid (110 g, 0.70 mol) was added in portions over 15 minutes to a mixture of thionyl chloride (230 ml, 3.2 mol), toluene (200 mL), and DMF (1 mL). The resulting mixture was stirred overnight at room temperature. The solution was evaporated to dryness and added dropwise to an ice-bath cooled solution of 2-amino-4-methylbenzonitrile (92.5 g, 0.70 mol) in pyridine (200 mL). The dropping funnel was rinsed with a minimal amount of acetonitrile. The resulting mixture was stirred overnight at room temperature under a nitrogen atmosphere and was subsequently poured into 2 L ice water. The resulting slurry was stirred vigorously for 1 hour. The formed solid was collected by filtration and was washed twice with water. The filter cake was dissolved in 2 L dichloromethane, and this solution was washed with 1 N aq. HCl (400 mL) and with saturated aq. NaCl (400 mL), dried over sodium sulfate, filtered, and evaporated to dryness to give N-(2-cyano-5-methylphenyl)-2-fluoro-6-methoxybenzamide (186 g, 93%) as a brownish solid. 1H-NMR (CDCl3, 200 MHz): delta 9.09 (s, 1H), 8.58 (s, 1H), 7.59-7.42 (m, 2H), 7.09-7.02 (m, 1H), 6.94-6.83 (m, 2H), 4.11 (s, 3H), 2.57 (s, 3H) ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | To a solution of 2-fluoro-6-methoxybenzoic acid (544 mg, 3.2 mmol) and oxalyl chloride (0.549 ml, 6.4 mmol) in dichloromethane (15 ml) was added one drop of N,N-dimethylformamide under ice-cooling, and the mixture was stirred for 2.5 hr. The solvent was evaporated under reduced pressure, and the residue was added to a solution of <strong>[301673-16-5]tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate</strong> (692 mg, 3.2 mmol) and triethylamine (0.580 ml, 4.2 mmol) in tetrahydrofuran-N,N-dimethylformamide (3:1, 12 ml) under ice-cooling, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1-1:1-1:2) to give the object product (525 mg, 45percent) as an oil. LC-MS (EI) 369 (M+1), 313 (M-tBu) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20℃; | To a cooled (0 C) stirred solution of Scheme 56 compound 1 (8.0 g, 47.66 mmol) in dry THF (80 mL) was added BH3.DMS (8.9 mL, 117.65 mmol) and the reaction mixture was stirred at RT for 16 h. After TLC showed the starting material was completely consumed, the reaction mixture was diluted with ice water (30 mL) and extracted with EtOAc (2 x 50 mL). The organic layer was washed with brine (20 mL), dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with petroleum ether/EtOAc 100/0 gradually increasing to 80/20) to give Scheme 56 compound 2 (7.0 g, 95%) as a colorless liquid. MS [ESI, MH+] = 157.05. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With trichlorophosphate; at 78℃; for 20.5h;Cooling with ice; Inert atmosphere; Sonication; | Step 1: 5-(2-Fluoro-6-methoxyphenyl)-1,3,4-thiadiazol-2-amine A stirred mixture of <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> (2 g, 11.7 6 mmol) and hydrazinecarbothioamide (1.607 g, 17.63 mmol) was cooled under nitrogen atmosphere in an ice bath and POCl3 (3.29 mL, 35.3 mmol) was added drop-wise. On completion of the addition, the reaction mixture was stirred at 78 C. for 3 hours. The reaction mixture was cooled in an ice bath and quenched by addition of ice water (?50 mL) to give a solid/gum-like mass. This solid was sonicated for 1.5 hours and the resulting suspension was diluted with a further 50 mL of water then slurried at room temperature for ?16 hours. The solid was collected by vacuum filtration, rinsed with water, re-suspended in saturated NaHCO3(aq) (?100 mL) and slurried for ?30 minutes. The resulting solid was collected by vacuum filtration, then rinsed with water to afford the crude product as an off-white solid. The crude material was pre-absorbed onto silica gel and purified by flash chromatography using a 120 g silica cartridge with a 0-10% MeOH/DCM gradient as the eluent to afford the title compound as a pale yellow solid (1.265 g, 45% yield). LC-MS: Rt 0.77 min; MS m/z 226.1 [M+H]+ [Method A]. 1H NMR (400 MHz, DMSO-d6) delta ppm 7.48 (td, J=8.34, 6.57 Hz, 1H), 7.29 (s, 2H), 7.02 (d, J=8.08 Hz, 1H), 6.91-6.99 (m, 1H), 3.85 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 4-methyl-morpholine; O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20℃; for 1h; | Example 136 2-Fluoro-6-methoxy-N-[(1S,2S)-2-[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide A solution of (1S,2S)-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (Intermediate 14; 14 mg, 0.05 mmol), <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> (CAS number 137654-21-8; 8.5 mg, 0.05 mmol), TOTU (20 mg, 0.06 mmol) and 4-methylmorpholine (0.008 ml, 0.075 mmol) in DMF (0.25 ml) was stirred at room temperature for 1 hour. The reaction was then diluted with methanol and concentrated in vacuo. The resulting residue was purified by reverse phase preparative HPLC (eluted with acetonitrile/water with 0.1% ammonia) to afford the title compound. 1H NMR (400 MHz, DCM-d2) delta ppm 1.51-1.67 (m, 2H), 1.82-1.95 (m, 2H), 2.20-2.32 (m, 1H), 2.32-2.43 (m, 1H), 3.70 (s, 3H), 4.05-4.17 (m, 1H), 4.28-4.45 (m, 1H), 6.20 (br. s., 1H), 6.35-6.53 (m, 1H), 6.66-6.76 (m, 2H), 7.24-7.36 (m, 1H), 7.98 (s, 1H), 8.21 (s, 1H) MS ES+: 399 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20℃; for 3h; | General procedure: To a solution of 2,6-difluorobenzoic acid (3.94 g, 25 mmol), benzylalcohol (2.6 mL, d 1.05 g/mL, 25 mmol), and DMAP (0.31 g, 2.5 mmol) in CH2Cl2 (100 mL) was addedDCC (5.78 g, 28 mmol) at 0 C. The reaction mixture was gradually warmed to ambient temperatureand then stirred for 3 h. After dilution with hexane, the resulting suspension was filtered to remove ureacrystalline residue, and then evaporated under reduced pressure. The crude material was purified byflash column chromatography on silica gel (EtOAc/hexane = 1/50 to 1/20) to give 1a (5.30 g, 85%) ascolorless oil: |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | To a solution of 58.5mg (0.344 mmol) of <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> and 0.065 ml (0.37 mmol) of DIPEA in 2 ml of 1,4-dioxane, 0.075 ml (0.35 mmol) of DPPA wasadded at room temperature in an argon atmosphere and reacted at room temperature for 0.5 hours and subsequently at 100 C. for 1 hour with stirring. The reaction solution was cooled to room temperature, and then, a solution of 90 mg (0.24 mmol) of ethyl 6,6-dimethyl-3-[1-(trimethylsilyl)cy- clobutanecarboxamido]-5,6-dihydropyrrolo[3,4-c]pyrazole- 2(4H)-carboxylate synthesized in the same way as in Reference Example 3 in 2 ml of 1,4-dioxane was added to the reaction solution at room temperature and reacted at room temperature for 1 hour with stirring. Subsequently, 0.125 ml (1.15 mmol) of N,N-dimethylethane- 1 ,2-diamine was added to the reaction solution at room temperature and then reacted at room temperature for 0.5 hours with stirring.10753] After completion of the reaction, a 5% aqueous potassium bisulfate solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and saturated saline in this order, dried over anhydrous magnesium sulfate, then filtered, and concentrated under reduced pressure. The obtained concentration residue was subjected to preparative column chromatography (apparatus 2, DIOL silica gel, elution solvent:n-hexane:ethyl acetate=90: 1 0-50:50 (V/V)), and a fraction containing the compound of interest was concentrated under reduced pressure. The obtained concentration residue was subjected to preparative column chromatography (apparatus 2, silica gel, elution solvent: n-hexane:ethyl acetate=80:20-0: 100 (V/V)), and a fraction containing the compound of interest was concentrated under reduced pressure. The obtained concentration residue was dissolved by the addition of ethyl acetate, then n-hexane was added thereto, and the deposited solid was collected by filtration and dried under reduced pressure to obtain 42.8 mg of the title compound (yield: 38%) as a white solid.10754] Mass spectrum (CI, mlz): 474 [M+1].10755] ?H-NMR spectrum (400 MHz, DMSO-d5) oe: 12.25 & 11.76 (br s, total 1H), 9.57 (br s, 1H), 7.46-7.27 (m, 1H), 7.19 (dt, J=6.5, 8.4 Hz, 1H), 6.88-6.83 (m, 1H), 6.82-6.75 (m, 1H), 4.61-4.49 (m, 2H), 3.79 (s, 3H), 2.57-2.41 (m, 2H), 2.26-2.13 (m, 2H), 1.90-1.71 (m, 2H), 1.69-1.54 (m, 6H),0.09 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | With triethylamine; HATU; In N,N-dimethyl-formamide; at 50℃; for 20h; | 034Theta] A solution of 2-(4-(2,4-difluorophenoxy)piperidin-l-yl)-5-(methylstilfom'l)aniline (25 mg, 0.065 mmol), <strong>[137654-21-8]2-fluoro-6-methoxybenzoic acid</strong> (22.24 mg, 0.131 mmol), HATU (49.7 mg, 0.131 mmol) and EtsN (0.023 mL, 0.163 mmol) in DMF (0.3 mL) was heated at 50C for 20 hours. The solution was subsequently diluted with DMF (0.5 mL) and MeOH (0.2 mL) and purified by preparative HPLC, eluting with ACN/water (basic mode) to give the title compound as a white solid (7 mg, 20%). .H NMR (500 MHz, DMSG /6) delta ppm 1.74 - 1.85 (m, 2 H), 1.97 (br s, 2 H), 2.83 (t,.7=8.79 Hz, 2 H), 3.09 - 3.18 (m, 5 H), 3.76 (s, 3 H), 4,43 (dt,./ 7 . 4,09 Hz, 1H), 6,86 (L./ K.54 Hz, 1H), 6.91 - 6,98 (m, 2 H), 7.19 - 7.30 (m, 3 H), 7.36 - 7.44 (rn, 1H), 7.61 (dd,./ 8, 54. 2.20 Hz, 1H), 8.39 (d, J- 1.95 Hz, 1H), 9.68 (s, 1H); ESI-MS m/z [M+HGamma 535. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | Stage #1: 2-fluoro-6-methoxybenzoic acid With iodine; triethylamine; phosphorous acid trimethyl ester In ethyl acetate Cooling with ice; Stage #2: 4-methoxy-aniline In ethyl acetate at 20℃; Cooling with ice; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: phosphorous acid trimethyl ester; iodine; triethylamine / ethyl acetate / Cooling with ice 1.2: 20 °C / Cooling with ice 2.1: bis(1,5-cyclooctadiene)nickel (0); potassium <i>tert</i>-butylate / N,N-dimethyl-d<SUB>6</SUB>-formamide / 14 h / 60 °C / Inert atmosphere; Sealed tube; Glovebox |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: trichlorophosphate / 3 h / 0 - 78 °C / Inert atmosphere 2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 18 h / 20 °C / Inert atmosphere 3.1: triethylamine / 1-methyl-pyrrolidin-2-one / 3 h / 120 °C 4.1: bis(pinacol)diborane / 1,4-dioxane / 0.17 h / Inert atmosphere 4.2: 18 h / 90 °C / Inert atmosphere 5.1: boron tribromide / n-heptane; dichloromethane / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | Stage #1: 2-fluoro-6-methoxybenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: methyl 4-amino-6-chloropyridine-3-carboxylate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; | Intermediate 109: methyl 6-chloro-4- [(2-fluoro-6-methoxy-benzoyl)amino] pyridine-3- carboxylate To a solution of 2-fluoro-6-methoxy-benzoic acid (182 mg, 1.07 mmol) and HATU (611 mg, 1.61 mmol) in DMF (2 ml) was added DIPEA (0.3 mL, 1.72 mmol) and the mixture was stirred at room temperature for 60 min. Water was added and a precipitate appeared that was filtered off and taken up in EtOAc, dried (MgS04), filtered and solvent removed. In another vial was placed 4-amino-6-chloro-pyridine-3-carboxylate (Intermediate 108; 10 mg, 0.054 mmol) in DMF (0.4 ml) at 0°C, NaH (60%, 7 mg, 0.175 mmol) was added and the mixture was stirred at rt for 30 minutes, then it was cooled to 0°C again and the activated acid in DMF (0.4 mL) was added dropwise and the mixture was stirred at rt. for 30 min. The reaction was then quenched with NH4C1 and extracted with AcOEt. The organic phase was washed with brine, dried over magnesium sulphate, filtered and concentrated. The crude was purified by flash chromatography (100% DCM to 1 % MeOH inDCM gradient) to obtain 108 mg (58%) a white solid. HPLC/MS tr = 3.08 min (100%). LRMS (m/z): 339,341 (M+l, Cl) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0 - 20 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 3: bis(1,5-cyclooctadiene)nickel (0); lithium tert-butylate; lithium trifluoromethanesulphonate / 1,4-dioxane / 24 h / 140 °C / Inert atmosphere; Sealed tube |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0 - 20 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 0 - 26 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 2.2: 16 h / 0 - 26 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 0 - 26 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C 2.2: 16 h / 0 - 26 °C 3.1: Cs2CO3; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 0.5 h / 100 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 24℃; for 1h; |
Tags: 137654-21-8 synthesis path| 137654-21-8 SDS| 137654-21-8 COA| 137654-21-8 purity| 137654-21-8 application| 137654-21-8 NMR| 137654-21-8 COA| 137654-21-8 structure
[ 773873-26-0 ]
2,3-Difluoro-6-methoxybenzoic acid
Similarity: 0.97
[ 394-04-7 ]
5-Fluoro-2-methoxybenzoic acid
Similarity: 0.95
[ 204707-42-6 ]
Methyl 4-fluoro-2-methoxybenzoate
Similarity: 0.92
[ 367-83-9 ]
2-Fluoro-5-methoxybenzoic acid
Similarity: 0.92
[ 391-92-4 ]
Methyl 5-fluoro-2-hydroxybenzoate
Similarity: 0.90
[ 773873-26-0 ]
2,3-Difluoro-6-methoxybenzoic acid
Similarity: 0.97
[ 394-04-7 ]
5-Fluoro-2-methoxybenzoic acid
Similarity: 0.95
[ 204707-42-6 ]
Methyl 4-fluoro-2-methoxybenzoate
Similarity: 0.92
[ 367-83-9 ]
2-Fluoro-5-methoxybenzoic acid
Similarity: 0.92
[ 391-92-4 ]
Methyl 5-fluoro-2-hydroxybenzoate
Similarity: 0.90
[ 773873-26-0 ]
2,3-Difluoro-6-methoxybenzoic acid
Similarity: 0.97
[ 394-04-7 ]
5-Fluoro-2-methoxybenzoic acid
Similarity: 0.95
[ 204707-42-6 ]
Methyl 4-fluoro-2-methoxybenzoate
Similarity: 0.92
[ 367-83-9 ]
2-Fluoro-5-methoxybenzoic acid
Similarity: 0.92
[ 176548-72-4 ]
3-Fluoro-5-methoxybenzoic acid
Similarity: 0.88
[ 773873-26-0 ]
2,3-Difluoro-6-methoxybenzoic acid
Similarity: 0.97
[ 394-04-7 ]
5-Fluoro-2-methoxybenzoic acid
Similarity: 0.95
[ 367-83-9 ]
2-Fluoro-5-methoxybenzoic acid
Similarity: 0.92
[ 1312556-72-1 ]
5-Fluorobenzofuran-6-carboxylic acid
Similarity: 0.89
[ 176548-72-4 ]
3-Fluoro-5-methoxybenzoic acid
Similarity: 0.88
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 |
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 |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :