Category: 274-76-0

Electric Literature of 274-76-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.274-76-0, name is Imidazo[1,2-a]pyridine, molecular formula is C7H6N2, molecular weight is 118.1359, as common compound, the synthetic route is as follows.

a) Imidazo [1, 2-a] pyridine-3-carbaldehyde; Imidazo [1, 2-a] pyridine (0.500 g, 4.23 mmol) was dissolved in 1 mL of DMF and phosphorus oxychloride (0.71 g, 4.6 mmol) was added dropwise and the mixture was stirred and checked on LC-MS. After lh the mixture was poured into water and made alkaline with 1M NaOH. The mixture was extracted three times with EtOAc and the combined organic layer was washed with water, dried over Na2SO4, filtered and evaporated. The crude product was flash chromatographed on silica gel with DCM: MeOH 99: 1-96: 4. Yield: 83 mg (13%). ‘H NMR (300 MHz, CDCl3) 6 9.95 (s, 1H), 9.50 (m, 1H), 8.32 (s, 1H), 7.80 (m, 1H), 7.56 (m, 1H), 7.13 (m, 1H).

The chemical industry reduces the impact on the environment during synthesis 274-76-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2005/66132; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 274-76-0 ,Some common heterocyclic compound, 274-76-0, molecular formula is C7H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To DMF (120 mL, 1.55 mol) at 2 C, freshly distilled phosphorus oxychloride (61 mL, 0.65 mol) was slowly added. The temperature was allowed to rise gradually to room temperature. The solution was cooled again to 2 C and a solution of imidazo[1,2-a]-pyridine 1 (10 g, 0.085 mol) in DMF (60 mL) was added dropwise. The mixture was warmed to 105 C, whereupon the temperature rose to 140 C. The oil bath was removed until the temperature stabilized at 120 C. The reaction mixture was heated for 45 min at 120 C and 2.5 h at 85 C, then cooled and poured into 5% HCl (600 mL) ice-cooled and brought to pH 9 using 20% NaOH. The resulting solution was extracted with CH2Cl2 (1200 mL) overnight. Then the organic layer was separated and dried over MgSO4, the solvent removed under reduced pressure, the crude product washed with water (5 × 15 mL) and again dried, providing the pure product 3.49 g (31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,274-76-0, its application will become more common.

Reference:
Article; B?aewska, Katarzyna M.; Ni, Feng; Haiges, Ralf; Kashemirov, Boris A.; Coxon, Fraser P.; Stewart, Charlotte A.; Baron, Rudi; Rogers, Michael J.; Seabra, Miguel C.; Ebetino, Frank H.; McKenna, Charles E.; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4820 – 4826;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 274-76-0 ,Some common heterocyclic compound, 274-76-0, molecular formula is C7H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To DMF (120 mL, 1.55 mol) at 2 C, freshly distilled phosphorus oxychloride (61 mL, 0.65 mol) was slowly added. The temperature was allowed to rise gradually to room temperature. The solution was cooled again to 2 C and a solution of imidazo[1,2-a]-pyridine 1 (10 g, 0.085 mol) in DMF (60 mL) was added dropwise. The mixture was warmed to 105 C, whereupon the temperature rose to 140 C. The oil bath was removed until the temperature stabilized at 120 C. The reaction mixture was heated for 45 min at 120 C and 2.5 h at 85 C, then cooled and poured into 5% HCl (600 mL) ice-cooled and brought to pH 9 using 20% NaOH. The resulting solution was extracted with CH2Cl2 (1200 mL) overnight. Then the organic layer was separated and dried over MgSO4, the solvent removed under reduced pressure, the crude product washed with water (5 × 15 mL) and again dried, providing the pure product 3.49 g (31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,274-76-0, its application will become more common.

Reference:
Article; B?aewska, Katarzyna M.; Ni, Feng; Haiges, Ralf; Kashemirov, Boris A.; Coxon, Fraser P.; Stewart, Charlotte A.; Baron, Rudi; Rogers, Michael J.; Seabra, Miguel C.; Ebetino, Frank H.; McKenna, Charles E.; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4820 – 4826;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 274-76-0 ,Some common heterocyclic compound, 274-76-0, molecular formula is C7H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To DMF (120 mL, 1.55 mol) at 2 C, freshly distilled phosphorus oxychloride (61 mL, 0.65 mol) was slowly added. The temperature was allowed to rise gradually to room temperature. The solution was cooled again to 2 C and a solution of imidazo[1,2-a]-pyridine 1 (10 g, 0.085 mol) in DMF (60 mL) was added dropwise. The mixture was warmed to 105 C, whereupon the temperature rose to 140 C. The oil bath was removed until the temperature stabilized at 120 C. The reaction mixture was heated for 45 min at 120 C and 2.5 h at 85 C, then cooled and poured into 5% HCl (600 mL) ice-cooled and brought to pH 9 using 20% NaOH. The resulting solution was extracted with CH2Cl2 (1200 mL) overnight. Then the organic layer was separated and dried over MgSO4, the solvent removed under reduced pressure, the crude product washed with water (5 × 15 mL) and again dried, providing the pure product 3.49 g (31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,274-76-0, its application will become more common.

Reference:
Article; B?aewska, Katarzyna M.; Ni, Feng; Haiges, Ralf; Kashemirov, Boris A.; Coxon, Fraser P.; Stewart, Charlotte A.; Baron, Rudi; Rogers, Michael J.; Seabra, Miguel C.; Ebetino, Frank H.; McKenna, Charles E.; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4820 – 4826;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem