Structure of 23579-92-2
*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! Not for Human Use. We Do Not Sell to Patients.
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, 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) ]} | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock Inquiry - | Login - + |
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
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) ]}
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
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
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
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. : | 23579-92-2 |
| Formula : | C7H9NO |
| M.W : | 123.15 |
| SMILES Code : | C1=C(N=CC=C1)COC |
| English Name : | 2-(Methoxymethyl)pyridine |
| MDL No. : | MFCD00030825 |
| InChI Key : | QDTSINVSGKAPBV-UHFFFAOYSA-N |
| Pubchem ID : | 253220 |
| Num. heavy atoms | 9 |
| Num. arom. heavy atoms | 6 |
| Fraction Csp3 | 0.29 |
| Num. rotatable bonds | 2 |
| Num. H-bond acceptors | 2.0 |
| Num. H-bond donors | 0.0 |
| Molar Refractivity | 35.1 |
| TPSA ? Topological Polar Surface Area: Calculated from |
22.12 Ų |
| Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.64 |
| Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.6 |
| Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.08 |
| Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.22 |
| Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.67 |
| Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.04 |
| Log S (ESOL):? ESOL: Topological method implemented from |
-1.34 |
| Solubility | 5.59 mg/ml ; 0.0454 mol/l |
| Class? Solubility class: Log S scale |
Very soluble |
| Log S (Ali)? Ali: Topological method implemented from |
-0.64 |
| Solubility | 28.3 mg/ml ; 0.23 mol/l |
| Class? Solubility class: Log S scale |
Very soluble |
| Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.51 |
| Solubility | 0.379 mg/ml ; 0.00308 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) |
No |
| 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) |
No |
| Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.63 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 |
1.0 |
| 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 |
0.0 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) |
1.38 |
* 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 |
|---|---|---|
| 78.4% | In acetone for 20h; Heating; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With zinc In methanol; propan-1-ol for 4h; Heating / reflux; | 3 EXAMPLE 3 EXAMPLE 3; This example describes synthesis of an additional mid-transition metal complex 5 of the invention as illustrated in Scheme 5: A 2:5 molar ratio of MoCl3 to 2-(methoxymethyl)-pyridine is dissolved in a methanol/1-propanol solution. A dash of Zn dust is added and the solution heated to 100° C. and allowed to reflux for 4 hours. The reagents and procedures of Example 1, part (b), are then used to yield the desired metal complex 5. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 77.5% | Stage #1: 2-(methoxymethyl)pyridine; chloroacetone With potassium carbonate; lithium bromide In acetonitrile Heating / reflux; Stage #2: With potassium carbonate In water; acetonitrile | III The compounds of formula II, when R1 represents a radical -OCH3 or a radical -OCH2C6H5, are also prepared using the Tschitschibabin reaction according to the following synthesis schemes:; Preparation III Synthesis of 1-methoxy-2-methylindolizine This compound is obtained starting with 2-(methoxymethyl)pyridine and chloroacetone, using the Tschitschibabin reaction. The product is isolated in the form of a yellow oil which crystallizes in the freezer. Yield: 77.5% Mass spectrometry (ES+ mode): MH+=161.8 |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium methoxide; natrium In methanol; lithium hydroxide monohydrate | 1 EXAMPLE 1 EXAMPLE 1 2-(Chloromethyl)pyridine hydrochloride (16.3 g., 0.1 mole) is dissolved in 100 ml. of methanol. Freshly prepared sodium methoxide (5 g., 0.22 mole of sodium dissolved in 150 ml. of methanol) is added dropwise. The resulting mixture is heated at reflux for 18 hours, then filtered. The filtrate is concentrated. Water and ether are added, the aqueous phase is extracted with ether and the combined ethereal phases are washed with water and saturated aqueous sodium chloride, then dried over magnesium sulfate, concentrated and distilled to give 2-(methoxymethyl)pyridine. | |
| Multi-step reaction with 2 steps 1: Sodium hydrogenocarbonate / dichloromethane; lithium hydroxide monohydrate / Inert atmosphere 2: methanol / 19 h / 75 °C / Inert atmosphere |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium methylate | 1 EXAMPLE 1 Alternatively, 0.1 mole of 2-(chloromethyl)pyridine and 0.11 mole of sodium methoxide are used in the above procedure to give 2-(methoxymethyl)pyridine. Also, 2-(methoxymethyl)pyridine is prepared by the following alternative procedure. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In water; dimethyl sulfoxide | 1 EXAMPLE 1 A mixture of 10.9 g. of 2-pyridinemethanol and 2.4 g. of sodium hydride in 50 ml. of dimethylsulfoxide is warmed on a steam bath for 15 minutes, then cooled to room temperature. Methyl iodide (14.2 g.) is added and then the mixture is heated at 40°C. for 1 hour. Water (150 ml.) is then added and the mixture is extracted with ether. The extracts are dried, concentrated and distilled to give 2-(methoxymethyl)pyridine. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With phenyllithium In water; benzene | 24 EXAMPLE 24 EXAMPLE 24 Alternatively, 2-methoxy-N,N-dimethyl-2-(2-pyridyl)thioacetamide is prepared by the following procedures. To 0.10 mole of phenyl lithium in 100 ml. of benzene/ether at 0°C. is added dropwise 10.6 g. (0.084 mole) of 2-(methoxymethyl)pyridine dissolved in 75 ml. of benzene. To this mixture is added dropwise 10.0 g. (0.081 mole) of N,N-dimethylthiocarbamoyl chloride in 100 ml. of benzene. The resulting mixture is stirred at room temperature overnight, then poured into 100 ml. of water and acidified. The organic phase is extracted once with dilute aqueous acid. The combined aqueous phases are extracted twice with ether, then made basic to about pH 10 and extracted three times with chloroform. The combined chloroform extracts are dried over magnesium sulfate and the solvent is removed by evaporation. The residue is chromatographed, then distilled in vacuo to give 2-methoxy-N,N-dimethyl-2-(2-pyridyl)thioacetamide. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With phenyllithium In water; benzene | 4 EXAMPLE 4 EXAMPLE 4 A solution of 9.95 g. (0.081 mole) of 2-(methoxymethyl)pyridine in 80 ml. of dry benzene is added dropwise to a chilled solution of 40 ml. (0.084 mole) of phenyl lithium in 80 ml. of dry benzene. The mixture is stirred at 0°C. for 1 hour after the addition is complete. Then 8.02 g. of allyl isothiocyanate in 50 ml. of benzene is added dropwise and the mixture is allowed to come to room temperature gradually. The mixture is then diluted with 500 ml. of water and acidified with 10% hydrochloric fractions The layers are separated and the organic layer is washed several times with water. The aqueous layers are combined, neutralized with 10% aqueous sodium hydroxide solution and then brought to pH 9 5% aqueous sodium bicarbonate solution, then extracted with chloroform. The chloroform extracts are washed once with brine and dried over magnesium sulfate. The solvent is removed and the residue is chromatographed on a silica gel column, eluding with ethyl acetate. The fraction, containing the product are combined and evaporated and the residue is recrystallized from ethyl acetate/hexane to give N-allyl-2-methoxy-2-(2-pyridyl)thioacetamide, m.p. 59.5°-60°C. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With phenyllithium In hexane; water; ethyl acetate; benzene | 15 EXAMPLE 15 EXAMPLE 15 2-(Methoxymethyl)pyridine (1.85 g., 0.015 mole) in 15 ml. of dry benzene is added dropwise to a chilled solution of phenyl lithium (8.1 ml. of 2.1 molar solution, 0.017 mole) in 15 ml. of dry benzene. After the addition is complete, the mixture is stirred at 0°C. for 1 hour. Phenyl isothiocyanate (2.03 g., 0.015 mole) in 15 ml. of dry benzene is added dropwise and the mixture is allowed to come to room temperature gradually, then the mixture is stirred overnight. The mixture is diluted with 50 ml. of water and acidified with dilute hydrochloric acid. The layers are separated and the organic layer is washed several times with water. The aqueous layers are combined, basified with dilute aqueous sodium hydroxide solution and extracted several times with chloroform. The chloroform extracts are combined, washed once with brine and dried over magnesium sulfate. The solvent is removed under reduced pressure to give an oil which is placed on a silica gel "dry-column", eluding with ethyl acetate to give, after cooling and recrystallizing from ethyl acetate/hexane, 2-methoxy-N-phenyl-2-(2-pyridyl)-thioacetamide, m.p. 97°-98.5°C. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In tetrahydrofuran; methanol for 0.833333h; | 109.a To a solution of SMOPS (4.8 g, 0.028 mol) in DMSO (dry, 50 mL) was added 2- bromomethyl pyridine HBr (5 g, 0.019 mol) at r.t.. After 40 min pH of the solution was adjusted to 8 by the addition of aqueous bicarbonate solution. The reaction mixture was extracted with EtOAc (4 x 100 mL), the organic layers were combined, dried over anhydrous sodium sulphate, filtered and the solvents were removed in vacuo. The residue was redissolved in a mixture of solvents consisting of THF (200 mL) and methanol (10 mL) and treated with a solution of sodium methoxide (4 mL, 25%) over a period of 10 min. After stirring for 40 min, the reaction mixture was concentrated in vacuo and dissolved in water (20 mL). Followed by addition of a solution of hydroxylamine-O- sulfonic acid (12.66 g, 0.099 mol), sodium acetate (7g) in water (60 mL) followed by stirring at r.t.. After 48 h pH of the solution was adjusted to 9 by the addition of aqueous bicarbonate solution and the mixture subjected to freeze drying. The solid thus obtained was treated with methanol, methanolic layer separated and concentrated. The residue was purified by flash chromatography on silica using a gradient of EtOAc in pet ether followed by EtOAc and then with MeOH in EtOAc to give l-Pyridin-2-ylmethanesulfonamide. Yield: 400 mg (12 %). EPO 1H NMR (400 MHz, DMSO-d6) δ 4.42-4.45 (2H, m), 6.90-6.95 (2H, m), 7.33-7.39 (IH, m), 7.45-7.50(1H3 m), 7.78-7.85 (IH, m), 8.53-8.59 (IH, m) MS m/z: 173 (M+l). |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium acetate In water at 20℃; for 48h; | 109.a To a solution of SMOPS (4.8 g, 0.028 mol) in DMSO (dry, 50 mL) was added 2- bromomethyl pyridine HBr (5 g, 0.019 mol) at r.t.. After 40 min pH of the solution was adjusted to 8 by the addition of aqueous bicarbonate solution. The reaction mixture was extracted with EtOAc (4 x 100 mL), the organic layers were combined, dried over anhydrous sodium sulphate, filtered and the solvents were removed in vacuo. The residue was redissolved in a mixture of solvents consisting of THF (200 mL) and methanol (10 mL) and treated with a solution of sodium methoxide (4 mL, 25%) over a period of 10 min. After stirring for 40 min, the reaction mixture was concentrated in vacuo and dissolved in water (20 mL). Followed by addition of a solution of hydroxylamine-O- sulfonic acid (12.66 g, 0.099 mol), sodium acetate (7g) in water (60 mL) followed by stirring at r.t.. After 48 h pH of the solution was adjusted to 9 by the addition of aqueous bicarbonate solution and the mixture subjected to freeze drying. The solid thus obtained was treated with methanol, methanolic layer separated and concentrated. The residue was purified by flash chromatography on silica using a gradient of EtOAc in pet ether followed by EtOAc and then with MeOH in EtOAc to give l-Pyridin-2-ylmethanesulfonamide. Yield: 400 mg (12 %). EPO 1H NMR (400 MHz, DMSO-d6) δ 4.42-4.45 (2H, m), 6.90-6.95 (2H, m), 7.33-7.39 (IH, m), 7.45-7.50(1H3 m), 7.78-7.85 (IH, m), 8.53-8.59 (IH, m) MS m/z: 173 (M+l). |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 75% | With di-tert-butyl peroxide In neat (no solvent) at 120℃; for 24h; Sealed tube; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 83% | With palladium diacetate; sodium hexamethyldisilazane; nixantphos In 1,2-dimethoxyethane at 20℃; for 12h; chemoselective reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 72% | With palladium diacetate; Lithium 1,1,1,3,3,3-hexamethyldisilazide; nixantphos at 45℃; for 24h; chemoselective reaction; |

A311414 [890904-66-2]
6-(Methoxymethyl)picolinaldehyde
Similarity: 0.77

A135671 [89943-09-9]
2-Methoxy-6-methylpyridin-4-amine
Similarity: 0.70

A132820 [197163-57-8]
2-Ethoxy-6-methylpyridin-4-amine
Similarity: 0.67

A311414 [890904-66-2]
6-(Methoxymethyl)picolinaldehyde
Similarity: 0.77