Category: 582325-22-2

Related Products of 582325-22-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 582325-22-2, name is 6-(3-Fluorophenyl)nicotinic acid, molecular formula is C12H8FNO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 261A (4-{[6-Fluorophenyl)-pyridine-3-carbonyl]amino}cyclohexyl)acetic acid methyl ester 6-(3-Fluorophenyl)nicotinic acid (Preparation 1 , 154mg, 0.71 mmol), 1-hydroxybenzotriazole (1 18mg, 0.771 mmol), EDC (148mg, 0.77mmol) and DIEA (0.68mL, 4.14mmol) were added to a solution of (4-aminocyclohexyl)acetic acid methyl ester hydrochloride (166mg, 0.592mmol) in DCM (3 ml) and the mixture was stirred at room temperature for 18 hours. The reaction mixture was partitioned between brine (10 ml.) and DCM 1 (OmL) and the organic phase was separated, washed with brine (5×10 ml_), dried over MgSO4 and concentrated in vacuo. The crude product was washed with acetonitrile and filtered to give 218mg of title compound as a white powder.LRMS: m/z (ES+) [M+1] 371.1H NMR(400MHz, CDCI3): delta ppm 1.18(m, 2H), 1.30(m, 2H),1/71 (m, 1 H), 1.85(m, 2H), 2.15(m, 2H), 2.25(d, 2H), 3.68(s, 3H), 3.96(m, 1 H), 5.98(d, 1 H), 7.15(m, 1 H), 7.44(m, 1 H), 7.78(m, 3H), 8.16(m, 1 H), 9.00(m, 1 H).

According to the analysis of related databases, 582325-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2009/153720; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 582325-22-2 ,Some common heterocyclic compound, 582325-22-2, molecular formula is C12H8FNO2, 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 a solution of 6-(3-fluorophenyl)nicotinic acid (391 mg, 1.8 mmol ) in DMF (10 mL) at 0 C. was added HATU (753 mg, 1.98 mmol) and DIPEA (0.47 mL, 2.07 mmol ). After 15 min, cis-tert-butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate was added and the reaction stirred at room temperature for 5 hrs. The solvent was removed in vacuo and the residue diluted with ethyl acetate and water. The layers were separated and the organic layer washed with brine, dried (MgSO4) and the solvent removed to give an oil, which after chromatography (silica, 65% ethyl acetate:hex) to give the desired product, cis -tert-butyl-3-({[6-(3-fluorophenyl)pyridin-3-yl]carbonyl}amino)-4-hydroxypyrrolidine-1-carboxylate (420 mg, 58%). LC/MS (M+H)=401.9 observed, 402.18 expected.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582325-22-2, its application will become more common.

Reference:
Patent; Blake, Tanisha D.; Hamper, Bruce C.; Huang, Wei; Kiefer, James R.; Moon, Joseph B.; Neal, Bradley E.; Olson, Kirk L.; Pelc, Matthew J.; Schweitzer, Barbara A.; Thorarensen, Atli; Trujillo, John I.; Turner, Steven R.; US2008/146569; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 582325-22-2, 6-(3-Fluorophenyl)nicotinic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C12H8FNO2, blongs to pyridine-derivatives compound. Formula: C12H8FNO2

To a vial was added, 6-(3-fluorophenyl)nicotinic acid (46.4 mg, 0.213 mmol), 1-(7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl)piperidin-4-amine (50 mg, 0.21 mmol), EDAC (45.0 mg, 0.235 mmol), HOBT (28.8 mg, 0.213 mmol), and DMA (1 mL) followed by NMM (0.058 mL, 0.534 mmol). The reaction was stirred overnight at room temperature and then diluted with H20 and the resulting solid filtered and collected to give the desired product, N-(1-{5-[(2,5-dimethyl-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]pyridin-2-yl}piperidin-4-yl)-6-(3-fluorophenyl)nicotinamide (81 mg, 88%). 1H NMR (400 MHz, DMSO-d6) ppm 9.06 (1 H, s), 8.45 (1 H, d, J=7.5 Hz), 8.21-8.30 (1 H, m), 8.04-8.14 (2 H, m), 7.89-8.02 (2H, m) 7.49-7.59 (1 H, m), 7.29 (1 H, t), 4.49-4.64 (5 H, m), 4.11 (1 H, br. s.), 3.89 (2 H, t, J=5.9 Hz), 2.94-3.07 (2 H, m), 1.88 (2 H, d, J=10.1 Hz), 1.42-1.56 (3 H, m). HRMS (TOF, ES+) calculated for M+H: 434.1992; observed 434.2165.

The synthetic route of 582325-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blake, Tanisha D.; Hamper, Bruce C.; Huang, Wei; Kiefer, James R.; Moon, Joseph B.; Neal, Bradley E.; Olson, Kirk L.; Pelc, Matthew J.; Schweitzer, Barbara A.; Thorarensen, Atli; Trujillo, John I.; Turner, Steven R.; US2008/146569; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem