Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 22620-27-5 | MDL No. : | MFCD00128901 |
Formula : | C6H4ClNO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | XYLPLVUYPAPCML-UHFFFAOYSA-N |
M.W : | 157.55 | Pubchem ID : | 247986 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | |
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 |
---|---|---|
76% | Stage #1: With triethylamine In tetrahydrofuran at 0 - 20℃; Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran for 0.5 h; |
A. (5-Chloro-pyridin-3-yl)-methanol To a solution of 5-chloro-nicotinic acid (2 g, 12.7 mmol) and TEA (1.52 g, 15 mmol) in THF (30 mL) was added slowly methyl chloroformate (1.42 g, 15 mmol) at 0° C. The resulting mixture was stirred at room temperature overnight. The reaction was diluted with ethyl acetate, washed with saturated ammonia chloride and dried over anhydrous sodium sulfate. The organic layer was concentrated to give the crude product (2.8 g, crude), which was dissolved in THF (40 mL) and cooled to -78° C. Lithium aluminium hydride (570 mg, 15 mmol) was added portion-wise. The resulting mixture was stirred for 30 min. The reaction was quenched with aqueous sodium hydroxide and extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give the crude product, which was purified by silica gel column chromatography (30percent ethyl acetate in petroleum ether) to afford the title compound (1.4 g, 9.72 mmol, 76percent yield). MS (ESI) m/z 144.1 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | With diborane In tetrahydrofuran at 0 - 20℃; for 72 h; Inert atmosphere | 1.3.2 (5-Chloropyridin-3-yl)methanol (AOH-2) 5-Chloronicotinic acid (1 g, 6.35 mmol) was dissolved in dry THF (20 mL) in a N2flushed flask and 1 M BH3in THF (25.4 mL, 25.4 mmol) was added via a syringe at 0°C. The mixture was stirred at RT for 72 h. The reaction mixture was cooled in an ice bath and aqueous saturated K2C03(50 mL) was added cautiously. The organic solvent was removed in vacuo and the residue was extracted withEtOAc (2x 50 mL). The combined organic layers were washed with saturated aqueous NaHC03(2x 25 mL) and brine (2x 25 mL) before drying on Na2S04and concentration in vacuo to give a colorless oil. The product was purified using column chromatography (silica, heptane/EtOAc, 1 :1 ) to give the desired product (285 mg, 31 percent) as a yellow oil which partially solidified upon standing. |
[ 1092286-30-0 ]
5-Chloro-2-methyl-3-pyridinecarboxylic acid
Similarity: 0.87
[ 41667-95-2 ]
5,6-Dichloropyridine-3-carboxylicacid
Similarity: 0.83
[ 52833-93-9 ]
2-Amino-5-chloropyridine-3-carboxylic acid
Similarity: 0.82
[ 68359-07-9 ]
5-Chloro-2-ethoxynicotinic acid
Similarity: 0.81
[ 1092286-30-0 ]
5-Chloro-2-methyl-3-pyridinecarboxylic acid
Similarity: 0.87
[ 41667-95-2 ]
5,6-Dichloropyridine-3-carboxylicacid
Similarity: 0.83
[ 52833-93-9 ]
2-Amino-5-chloropyridine-3-carboxylic acid
Similarity: 0.82
[ 68359-07-9 ]
5-Chloro-2-ethoxynicotinic acid
Similarity: 0.81
[ 1092286-30-0 ]
5-Chloro-2-methyl-3-pyridinecarboxylic acid
Similarity: 0.87
[ 41667-95-2 ]
5,6-Dichloropyridine-3-carboxylicacid
Similarity: 0.83
[ 52833-93-9 ]
2-Amino-5-chloropyridine-3-carboxylic acid
Similarity: 0.82
[ 68359-07-9 ]
5-Chloro-2-ethoxynicotinic acid
Similarity: 0.81