Structure of 827614-64-2
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 827614-64-2 |
Formula : | C11H17BN2O2 |
M.W : | 220.08 |
SMILES Code : | NC1=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1 |
MDL No. : | MFCD05663837 |
InChI Key : | YFTAUNOLAHRUIE-UHFFFAOYSA-N |
Pubchem ID : | 2756555 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 16 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.55 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 65.12 |
TPSA ? Topological Polar Surface Area: Calculated from |
57.37 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.0 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.49 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.97 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.41 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.58 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.69 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.35 |
Solubility | 0.973 mg/ml ; 0.00442 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.3 |
Solubility | 1.1 mg/ml ; 0.00499 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.27 |
Solubility | 0.118 mg/ml ; 0.000535 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
Yes |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
Yes |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.58 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.94 |
* 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 |
---|---|---|
91% | With sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,2-dimethoxyethane; ethanol; water; at 120℃; for 1.0h;Microwave irradiation; | Method 3; 5'-(methylsulfony])-3,3'-bipyridin-6-amineA suspension of 3-bromo-5-(trifluoromethyl)pyridine (2.0 g, 8.40 mmol) 2- Aminopyridine-5-boronic acid pinacol ester (1.94 g, 8.8 mmol), [ 1 , rbis(diphenylphosphino)ferrocene] dichloro-palladium (II) complex with CH2CI2 (136 mg, 0.17 mmol) and sodium carbonate (2.6 g, 25 mmol) in DMEiEbOiEtOH, (7:3:2, 2 mL) was heated to 120 0C for 1 hour minutes in the microwave. After this time the reaction solvents were removed in vacuo and the brown residue redissolved in 2M HCl (30 mL), the aqueous phase was washed with ethyl acetate (3 x 20 mL) and then neutralized with concentrated sodium hydroxide to pH 7.0. Ethyl acetate (20 mL) was added and the title compound collected by filtration and air-dried (1.95 g, 7.6 mmol, 91 %). No further purification was required. LCMS (method A) (M+H+) 250, Rt = 1.65 min |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In ethanol; toluene; at 90℃; for 10h;Inert atmosphere; Sealed flask; | To a sealed flask were added 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)pyridin-2-amine 145-1 (1.54 g, 7 mmol), <strong>[1120-95-2]3-<strong>[1120-95-2]chloropyridazine</strong></strong> 145-2 (0.8 g, 7 mmol), Pd(PPh3)4 (500 mg, 0.7 mmol), toluene (50 mL), ethanol (12 mL) and 2M Na2CO3 (11 mL). The reaction mixture was bubbled with nitrogen for 2 minutes and stirred at 90 °C for 10 hours. After cooled to room temperature, the solvents were evaporated and the residue was redissolved in dichloromethane (200 ml) and treated with IM HCl aqueous solution (50 mL). The two layers were separated and the aqueous layer was treated with 10percent NaOH aqueous solution to adjust the pH to around 13. The resulting solution was evaporated and the remaining solid was exacted with ethyl acetate (100 mL x 3). The combined organic phases were concentrated to give 5- (pyridazin-3-yl)pyridin-2-amine 145-3 as dark brown solid. MS m/z 173.1 (M + 1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In ethanol; toluene;Inert atmosphere; Reflux; | General procedure: 5-Bromo-2-methylisoindolin-1-one (520 mg, 2.30 mmol) and thiophene-2-boronic acid (442mg, 3.45 mmol) were dissolved in a mixure of toluene (12 mL) and EtOH (6 mL). A solutionof 2 M Na2CO3 (3 mL) and Pd(dppf)Cl2 (94 mg, 0.12 mmol) were added and the entiremixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30mmol) was added and reflux continued under N2 overnight. Upon cooling, the mixture wasdiluted with water (100 mL) and extracted with CH2Cl2 (6x50 mL). The combined organicfractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure togive a crude solid which was purified by flash column chromatography on silica gel (EtOAcas eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44.8% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In water; acetonitrile; at 80℃; for 2h; | To a solution of <strong>[23784-96-5]2-chloro-5-(chloromethyl)thiophen</strong>e (0.830 g, 5 mmol), 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-2-amine (1 .21 g, 5.5 mmol) and potassium carbonate (1 .38 g, 10 mmol) in acetonitrile (24 ml_) and water (6 ml_) was added [1 ,1 '-b/s(diphenylphosphino)ferrocene]dichloropalladium(ll)dichloromethane (0.408 g, 0.5 mmol). Reaction mixture was stirred at 80 C for 2 h and then it was extracted with ethyl acetate (100 ml_ x 2). The combined organic layers were washed with brine (80 ml_), dried over sodium sulfate, filtered and concentrated. The crude residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 2/1 ) to give 5-((5-chlorothiophen-2-yl)methyl)pyridin-2-amine as a brown solid (0.600 g, 2.24 mmol, 44.8%); LCMS (ESI) m/z: 225.1 [M+H]+. |
44.8% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In water; acetonitrile; at 80℃; for 2h; | To a solution of <strong>[23784-96-5]2-chloro-5-(chloromethyl)thiophen</strong>e (0.830 g, 5 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (1.21 g, 5.5 mmol) and potassium carbonate (1.38 g, 10 mmol) in acetonitrile (24 ml_) and water (6 ml_) was added [1,T-b/s(diphenylphosphino)ferrocene]dichloropalladium(ll)dichloromethane (0.408 g, 0.5 mmol). Reaction mixture was stirred at 80 C for 2 h and then it was extracted with ethyl acetate (100 ml_ x 2). The combined organic layers were washed with brine (80 ml_), dried over sodium sulfate, filtered and concentrated. The crude residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 2/1) to give 5-((5-chlorothiophen-2-yl)methyl)pyridin-2-amine as a brown solid (0.600 g, 2.24 mmol, 44.8%); LCMS (ESI) m/z: 225.1 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In water; acetonitrile; at 80℃; for 1h; | General procedure: A mixture of 1 -bromo-3-(bromomethyl)benzene(2.2 g, 8.87 mmol), 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-2-amine (2.2 g, 10.0 mmol), [1 ,1 '-b/s(diphenylphosphino)ferrocene]dichloropalladium(ll)-dichloromethane complex (0.361 g, 0.44 mmol), potassium carbonate (2.45 g, 17.7 mmol), acetonitrile (80 ml_) and water (16 ml_) was stirred at 80 C under nitrogen for 2 h. The mixture was poured into water, extracted with ethyl acetate (150 ml_ x 2). The combined organic phase was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 1 /1 ) to afford compound 5-(3-bromobenzyl)pyridin-2-amine (1 .6 g, 6.10 mmol, 68.8%) as a light-yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.17 g | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; at 80.0℃; for 20.0h; | [00214] The title compound (0.17 g) was prepared from 4-chloro-2,5-dimethyl-pyridine (0.50 g, 3.5 mmol, CAS: 22282-80-0), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (0.78 g, 3.5 mmol, CAS: 827614-64-2), Pd(dppf)Cl2 (0.26 g, 0.35 mmol) and sodium carbonate (1.1 g, 10.6 mmol) in accordance with the procedure described for Intermediate 1.1, heating at 80C for 20 h. The crude product was purified by flash column chromatography on the Biotage Isolera OneTM (10 g silica column, eluting 0 - 5% MeOH in DCM) and an SCX cartridge (5 g, washed with MeOH and eluted with 2 M methanolic ammonia).1H NMR (400 MHz, DMSO-d6) δ: 8.29 (s, 1H), 7.96 (d, 1H), 7.47 (dd, 1H), 7.07 (s, 1H), 6.52 (dd, 1H), 6.15 (br s, 2H), 2.43 (s, 3H), 2.22 (s, 3H). |
0.17 g | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 80.0℃; for 20.0h;Microwave irradiation; | General procedure: [00192] To a stirred suspension of 4-chloro-3,5-dimethyl-pyridine (0.40 g, 2.8 mmol, CAS: 143798-73-6), 4-aminophenylboronic acid hydrochloride (0.59 g, 3.4 mmol, CAS: 80460-73-7) and sodium carbonate (0.96 g, 9.0 mmol) in degassed water (8 mL) and 1,4-dioxane (8 mL) was added Pd(dppf)CI2 (0.21 g, 0.28 mmol) and then heated by microwave irradiation at 120C for 2 h. The reaction mixture was filtered through a pad of Celite and rinsed with EtOAc. The filtrate was washed with brine, dried over MgS04, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (eluting 10 - 30% EtOAc in DCM) to provide the title compound (0.15 g). LCMS (Method 3): 1.42 min, 199.1 [M+H]+ |
0.17 g | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 80.0℃; for 20.0h;Microwave irradiation; | General procedure: [00192] To a stirred suspension of 4-chloro-3,5-dimethyl-pyridine (0.40 g, 2.8 mmol, CAS: 143798-73-6), 4-aminophenylboronic acid hydrochloride (0.59 g, 3.4 mmol, CAS: 80460-73-7) and sodium carbonate (0.96 g, 9.0 mmol) in degassed water (8 mL) and 1,4-dioxane (8 mL) was added Pd(dppf)CI2 (0.21 g, 0.28 mmol) and then heated by microwave irradiation at 120C for 2 h. The reaction mixture was filtered through a pad of Celite and rinsed with EtOAc. The filtrate was washed with brine, dried over MgS04, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (eluting 10 - 30% EtOAc in DCM) to provide the title compound (0.15 g). LCMS (Method 3): 1.42 min, 199.1 [M+H]+ |
A268925 [1036991-24-8]
N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.91
A554188 [918524-63-7]
1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine
Similarity: 0.89
A109941 [1171891-42-1]
3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Similarity: 0.84
A162728 [485799-04-0]
4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine
Similarity: 0.84
A341611 [1032758-99-8]
3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.84
A268925 [1036991-24-8]
N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.91
A341611 [1032758-99-8]
3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.84
A186218 [947249-01-6]
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridin-2-amine
Similarity: 0.80
A189941 [1220220-21-2]
N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)acetamide
Similarity: 0.77
A276340 [851524-96-4]
(6-Aminopyridin-3-yl)boronic acid
Similarity: 0.73
A268925 [1036991-24-8]
N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.91
A554188 [918524-63-7]
1-Methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine
Similarity: 0.89
A109941 [1171891-42-1]
3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Similarity: 0.84
A162728 [485799-04-0]
4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine
Similarity: 0.84
A341611 [1032758-99-8]
3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
Similarity: 0.84