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. : | 14001-66-2 | MDL No. : | MFCD04973351 |
Formula : | C5H5BrN2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | DWVCZDMMGYIULX-UHFFFAOYSA-N |
M.W : | 189.01 | Pubchem ID : | 139657 |
Synonyms : |
|
Num. heavy atoms : | 9 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.2 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 36.22 |
TPSA : | 35.01 Ų |
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) : | -6.6 cm/s |
Log Po/w (iLOGP) : | 1.9 |
Log Po/w (XLOGP3) : | 1.2 |
Log Po/w (WLOGP) : | 1.25 |
Log Po/w (MLOGP) : | 0.51 |
Log Po/w (SILICOS-IT) : | 1.6 |
Consensus Log Po/w : | 1.29 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.2 |
Solubility : | 1.21 mg/ml ; 0.00638 mol/l |
Class : | Soluble |
Log S (Ali) : | -1.53 |
Solubility : | 5.56 mg/ml ; 0.0294 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.63 |
Solubility : | 0.439 mg/ml ; 0.00232 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.9 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280 | UN#: | N/A |
Hazard Statements: | H302-H317 | 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 |
---|---|---|
60% | at 70℃; | Synthesis of Compound 11-3 (0400) To a solution of 11-2 (2.0 g, 10 mmol) in methanol (15 mL) was added CH3ONa (2.16 g, 40 mmol). The resulting mixture was stirred at 70° C. overnight. Methanol was evaporated in vacuum. Water (10 mL) was added carefully to the residue and the mixture was extracted with ethyl acetate (300 mL×3). The combined organic layers were dried over Na2SO4, filtered and concentrated to afford 11-3 as a yellow solid (1.17 g, 60percent). |
1.17 g | at 70℃; | To a solution of 24-2 (2.0 g, 10 mmol) in methanol (15 ml) was added CH3ONa (2.16 g, 40 mmol). The resulting mixture was stirred at 70 °C overnight. Methanol was evaporated in vacuum. Water (10 ml) was added carefully to the residue and the mixture was extracted with ethyl acetate (300 ml x 3). The combined organic layers were dried over Na2SO4, filtered and concentrated to afford 24-3 as a yellow solid (1.17 g, 60percent yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,2-dimethoxyethane; ethanol; water; toluene at 85℃; Inert atmosphere | To a solution of 24-3 (800 mg, 4.26 mmol) and potassium acetate (1.25 g, 12.77 mmol) in solvent (DME/H2.O/Tolunen/EtOH =10/1/6/3, 7 ml) was added Pd(dppf)Cl2.DCM (700 mg, 0.85 mmol) and Bis(pinacolato)diboron (2.44 g, 9.6 mmol). After having been degassed and recharged with nitrogen, the reaction mixture was stirred at 85 °C overnight. TLC showed the reaction was complete. After cooling to room temperature, water (10 ml) was added and extracted with ethyl acetate (30 ml x 3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column chromatography (PE:EA = 5:1) to afford 24-4 as a yellow solid (1.0 g, 98percent yield). |
98% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,2-dimethoxyethane; ethanol; water; toluene at 85℃; Inert atmosphere | Synthesis of Compound 11-4 (0401) To a solution of 11-3 (800 mg, 4.26 mmol) and potassium acetate (1.25 g, 12.77 mmol) in solvent (DME/H2O/Toluenen/EtOH=10/1/6/3, 7 mL) was added Pd(dppf)Cl2.DCM (700 mg, 0.85 mmol) and Bis(pinacolato)diboron (2.44 g, 9.6 mmol). After having been degassed and recharged with nitrogen, the reaction mixture was stirred at 85° C. overnight. TLC showed the reaction was complete. After cooling to room temperature, water (10 mL) was added and extracted with ethyl acetate (30 mL×3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column chromatography (PE:EA=5:1) to afford 11-4 as a yellow solid (1.0 g, 98percent). |
90% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; 1,2-dimethoxyethane at 150℃; for 0.25 h; Inert atmosphere; Microwave irradiation | A mixture of 5-bromo-2-methoxypyrimidine (0.903 g, 4.78 mmol), 4,4,4',4',5,5,5',5'- octamethyl-2,2'-bi(1,3,2-dioxaborolane) (1.46 g, 5.74 mmol), PdCl2dppf(DCM) (0.114 g, 0.14 mmol) and KOAc (1.407 g, 14.34 mmol) were placed under Ar in a 20 mL microwave flask. Anhydrous 1,2-dimethoxyethane (16 mL) was added and the flask was irradiated at 150 oC for 15 minutes. Note starting material and product are indistinguishable by TLC. The material was concentrated and slurried in EtOAc. The material was then filtered through celite and purified by column chromatography 0 to 60 percent EtOAC in Hexanes. The compound was isolated as a white solid (1.01 g, 90 percent yield).1H NMR (400 MHz, CDCl3) δ 8.97 (s, 2H), 4.20 (s, 3H), 1.50 (s, 12H).13C NMR (100 MHz, CDCl3) δ 165.7, 84.5, 77.4, 55.1, 25.2, 25.0. HRMS (EI+) m/z calculated for C11H17BN2O3 [M+H]+: 237.1405, found: 237.14008. |
[ 38696-23-0 ]
5-Bromo-2-methoxy-4-methylpyrimidine
Similarity: 0.86
[ 270912-79-3 ]
2-((5-Bromopyrimidin-2-yl)oxy)acetic acid
Similarity: 0.82
[ 148214-56-6 ]
5-Bromo-2-methoxypyrimidin-4-amine
Similarity: 0.82
[ 56686-16-9 ]
5-Bromo-2,4-dimethoxypyrimidine
Similarity: 0.79
[ 38696-23-0 ]
5-Bromo-2-methoxy-4-methylpyrimidine
Similarity: 0.86
[ 270912-79-3 ]
2-((5-Bromopyrimidin-2-yl)oxy)acetic acid
Similarity: 0.82
[ 148214-56-6 ]
5-Bromo-2-methoxypyrimidin-4-amine
Similarity: 0.82
[ 56686-16-9 ]
5-Bromo-2,4-dimethoxypyrimidine
Similarity: 0.79
[ 38696-23-0 ]
5-Bromo-2-methoxy-4-methylpyrimidine
Similarity: 0.86
[ 270912-79-3 ]
2-((5-Bromopyrimidin-2-yl)oxy)acetic acid
Similarity: 0.82
[ 148214-56-6 ]
5-Bromo-2-methoxypyrimidin-4-amine
Similarity: 0.82
[ 56686-16-9 ]
5-Bromo-2,4-dimethoxypyrimidine
Similarity: 0.79