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. : | 1121-76-2 | MDL No. : | MFCD00047425 |
Formula : | C5H4ClNO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | DPJVRASYWYOFSJ-UHFFFAOYSA-N |
M.W : | 129.54 | Pubchem ID : | 70724 |
Synonyms : |
|
Num. heavy atoms : | 8 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 0 |
Num. H-bond acceptors : | 1.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 32.61 |
TPSA : | 25.46 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) : | -7.4 cm/s |
Log Po/w (iLOGP) : | 0.94 |
Log Po/w (XLOGP3) : | -0.44 |
Log Po/w (WLOGP) : | 0.97 |
Log Po/w (MLOGP) : | 1.21 |
Log Po/w (SILICOS-IT) : | 0.79 |
Consensus Log Po/w : | 0.7 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -0.92 |
Solubility : | 15.5 mg/ml ; 0.12 mol/l |
Class : | Very soluble |
Log S (Ali) : | 0.37 |
Solubility : | 304.0 mg/ml ; 2.35 mol/l |
Class : | Highly soluble |
Log S (SILICOS-IT) : | -1.21 |
Solubility : | 8.04 mg/ml ; 0.0621 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 2.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.52 |
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 |
---|---|---|
43% | Stage #1: at 20℃; for 2 h; Stage #2: With ammonium peroxodisulfate In methanol; water for 1 h; Heating / reflux |
4-Chloro-2-(hydroxymethyl)pyridine : A solution of 4-CHLOROPYRIDINE ASOXIDE (5 G, 38.6 MMOL) and TRIMETHYLOXONIUM TETRAFLUOROBORATE (5.94 G, 40.1 MMOI) in CH2CL2 (115 mL) was stirred for two hours at ambient temperature. The solvent was evaporated and the residue taken up in MeOH (115 mL) and heated to near boiling. Ammonium persulfate (1.76 G, 7.72 MMOL) dissolved in H2O (7.7 mL) was added and the mixture was heated to reflux for 30 min. A second portion of ammonium persulfate (0.88 G) in H2O (3.9 mL) was added and the mixture was refluxed for another 30 min. The solvent was evaporated and the residue was partitioned between CHZCTZ and aqueous Na2CO3 (10percent w/v). The organic layer was washed with H2O, dried over MgSO4 and evaporated leaving 2.4 G (43percent) of the title compound. 1H NMR (CDC13) 8 8.20 (d, 1H, J=5. 0 Hz, H-6); 7.31 (s, 1H, H-3); 7.04 (d, 1H, J=5. 0 Hz, H-5); 5.46 (s, LH, OH); 4.61 (s, 2H, CH2). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With N,N-Dimethylcarbamoyl chloride In acetonitrile at 20℃; for 18 h; | Reference Example 110 4-Chloro-2-cyanopyridine 4-Chloropyridine N-oxide (7.53 g, 58.1 mmol) and N,N-dimethylcarbamoyl chloride (9.36 g, 87.0 mmol) were added to acetonitrile (200 ml), and trimethylsilyl cyanide (11.5 g, 116 mmol) was added dropwise thereto.. The mixture was stirred at room temperature for 18 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine and dried over magnesium sulfate.. The solvent was evaporated, and the residue was subjected to a silica gel (200 g) column chromatography.. The fractions eluted with n-hexane-ethyl acetate (3:1, v/v) were collected, concentrated to give the titled compound (8.05 g, 99 percent) as a pale yellow oil.1H-NMR (CDCl3) δ: 7.54-7.56 (1H, m), 7.72(1H, s), 8.63 (1H, d, J = 5.3 Hz). IR(KBr): 2239, 1568, 1549, 1462, 1379, 1288, 1215, 844, 704 cm-1. |
87% | With triethylamine In acetonitrile for 48 h; Heating / reflux | To a solution of 4-chloropyridine N-oxide (5.0 g, 38.6 mmol) in CAN (100 mL) was added trimethylsilyl cyanide (7.7 g, 77.2 mmol) and TEA (8.1 mL, 57.9 mmol). The solution was heated at reflux for 48 h. The reaction was then concentrated and diluted with DCM and water before adding 1N HCl[(caution]). The mixture was extracted with DCM and the organic solutions were combined and washed with brine, dried over Na2SO4 and concentrated to yield the title compound as a brown solid (4.62 g, 87percent). 1H NMR (300 MHz, d6-DMSO) δ: 8.67 (dd, J1=0.57 Hz, J2=5.5 Hz, 1H), 8.29 (dd, J=0.75 Hz, J2=2.1, 1H), and 7.88 (dd, J1=0.2.1 Hz, J2=5.5 m, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With potassium carbonate In dichloromethane | To a mixture of 4-chloropyridine-N-oxide (5.00 g, 38.6 mmol) and trimethylsilyl cycanide (4.84 g, 46.3 mmol) in dichloromethane (60 ml) cooled to 0° C. was added dropwise N,N-dimethylcarbamoyl chloride (3.8 ml, 40.5 mmol). The mixture was allowed to warm to ambient temperature and stirred for 16 h. The mixture was cooled to 0° C. and a 30percent aqueous solution of potassium carbonate (100 ml) was added. The crude product was extracted with dichloromethane (100 ml*2), the organic extracts dried (MgSO4) and evaporated to give 4-chloro-2-pyridinecarbonitrile (5.35 g, 100percent). 1H-NMR (CDCl3) δ: 8.63 (1H, d, J=4.8 Hz), 7.72 (1H, d, J=2.6 Hz), 7.55 (1H, dd, J=1.8, 5.1 Hz). |
100% | With potassium carbonate In dichloromethane | To a mixture of 4-chloropyridine-N-oxide (5.00 g, 38.6 mmol) and trimethylsilyl cycanide (4.84 g, 46.3 mmol) in dichloromethane (60 ml) cooled to 0 °C was added dropwise N,N-dimethylcarbamoyl chloride (3.8 ml, 40.5 mmol). The mixture was allowed to warm to ambient temperature and stirred for 16 h. The mixture was cooled to 0 °C and a 30percent aqueous solution of potassium carbonate (100 ml) was added. The crude product was extracted with dichloromethane (100 ml x 2), the organic extracts dried (MgSO4) and evaporated to give 4-chloro-2-pyridinecarbonitrile (5.35 g, 100percent). 1H-NMR (CDCl3) 8.63 (1 H, d, J=4.8 Hz), 7.72 (1 H, d, J=2.6 Hz), 7.55 (1 H, dd, J=1.8, 5.1 Hz). |
[ 7379-35-3 ]
4-Chloropyridine hydrochloride
Similarity: 0.76
[ 7379-35-3 ]
4-Chloropyridine hydrochloride
Similarity: 0.76