Tag: M.W:100-200

Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.21905-86-2, name is Cinnoline-4-carboxylic acid, below Introduce a new synthetic route as follows., 21905-86-2

To a solution OF 4- [ (Z)- (4-BROMOPHENYL) (ethoxyimino) methyl]-1- (4-methyl-4- piperidinyl) piperidine (50 mg, 0.12 MMOL), cinnoline-4-carboxylic acid (25mg, 0.14 mmol), Et3N (0.06 mL, 0.43 MMOL) in DMF (3 mL, anhydrous) was added HATU (60mg, 0. 16MMOL) at room temperature. After 16 h the reaction mixture was poured into ice water, and the solid was collected by filtration. The solid was dissolved in CH2CI2, and dried over NA2SO4. Concentration in vacuo, and purification by preparative TLC (CH2CI2-MEOH, 9: 1) afforded the title compound as a light yellow powder. MS: 564 (M+).

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnoline-4-carboxylic acid, CAS: 21905-86-2, if you are interested.

Reference£º
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/113323; (2004); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.875-66-1, name is Cinnolin-4-ol. An updated downstream synthesis route of 875-66-1 as follows., 875-66-1

a. [4-CHLOROCINNOLINE] (9b). A mixture of 4-hydroxycinnoline (2.0 g, 13.7 mmol), phosphorus oxychloride (1.94 mL, 20.5 mmol), and pyridine (0.33 mL, 4.1 mmol) in [CHLOROBENZENE] (50 mL) was refluxed for 1 hour. Then the mixture was cooled and the solvent evaporated under vacuum, water was added, and the mixture was neutralized with solid sodium bicarbonate and extracted with chloroform (3 x 100 mL), washed with water (3 x 100 mL), dried [(MGS04)] and evaporated under vacuum, giving 1.84 g, in 82 % yield; [MP] [76-77 C] (lit mp 78 [C)] [; IH] NMR [(CDC13)] [8] 7.91 (m, 2H), 8.20 (dd, 1H, [J=6.] 2, [J=2.] 1), 8.57 (dd, 1H, J=6. 6, J=1. 8), 9.34 (s, [1H)] ; [13C NMR (CDCL3) No. ] 123.0, 124.9, 130.2, 131.6, 132.3, 133.8, 134.9, 144.4.

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.Cinnolin-4-ol, CAS: 875-66-1, if you are interested, you can browse my other articles.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F.; WO2004/14906; (2004); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.21905-86-2, name is Cinnoline-4-carboxylic acid. An updated downstream synthesis route of 21905-86-2 as follows., 21905-86-2

EXAMPLE 5 n-Propyl Cinnoline-4-carboxylate (5) A suspension of 870 mg of 1, and 850 mg of carbonyidimidazole (CDII) in 30 ml of tetrahydrofuran (THF) was stirred at room temperature until CO2 evolution ceased (ca. 30 minutes). After being stirred for 2 hours, the resulting mixture was treated with 320 mg of dry nypropanol and 3 drops of a 0.1 M solution of sodium imidazole in THE. The mixture was held at room temperature overnight, then the solvent was evaporated and the residue was partitioned between water and ether. The etheral extract was washed with saturated sodium bicarbonate solution, then with brine, then dried (MgSO4) and stripped in a rotary evaporator. The residue was chromatographed over silica gel, using a 1:1 v:v mixture of cyclohexane and ethyl acetate as eluent, to give 5, as a yellow oil.

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.Cinnoline-4-carboxylic acid, CAS: 21905-86-2, if you are interested, you can browse my other articles.

Reference£º
Patent; E. I. Du Pont de Nemours and Company; US4699651; (1987); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

21905-86-2, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.21905-86-2, name is Cinnoline-4-carboxylic acid. An updated downstream synthesis route of 21905-86-2 as follows.

EXAMPLE 2 Potassium Cinnoline-4-carboxylate (2) 5.10 g of (1) was added over 30 minutes to a vigorously stirred solution of 2.02 g of potassium carbonate in 25 ml of water, at room temperature. The resulting mixture was stirred for one hour at room temperature, then treated with charcoal, and after filtration the water was evaporated. The residue was azeotropically distilled with toluene and dried at 70 C. under reduced pressure, to give 2, as a light tan powder, m.p.: above 280 C.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnoline-4-carboxylic acid, CAS: 21905-86-2, if you are interested.

Reference£º
Patent; E. I. Du Pont de Nemours and Company; US4699651; (1987); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.21905-86-2, name is Cinnoline-4-carboxylic acid. An updated downstream synthesis route of 21905-86-2 as follows., 21905-86-2

A solution of cinnoline-4-carboxylic acid (183 mg, 1.02 mmol) in methylene chloride (20 ml) was reacted with EDCI (195 mg, 1.02 mmol) and HOBt (138 mg, 1.02 mmol) for 20 min and then stirred, together with 4b-amino-9b-hydroxy-7-isopropyl-4b,9b-dihydro-5-oxa-indeno[2,1-a]-inden-10-one (250 mg, 0.85 mmol), overnight at room temperature. After extraction with methylene chloride and water, the organic layer was dried over MgSO4 and concentrated in a vacuum. Purification by column chromatography (ethylacetate:n-hexane=1:1) afforded the title compound as a white solid (290 mg, 63%). [0846] 1H-NMR (300 MHz, CD3OD) delta 1.15 (d, J=6.8 Hz, 6H, CH3), 2.82 (sep, J=6.8 Hz, 1H, CH), 6.69 (s, 1H, ArH), 6.89 (d, J=7.8 Hz, 1H, ArH), 7.45 (d, J=7.9 Hz, 1H, ArH), 7.65 (m, 1H, ArH), 7.858.03 (m, 5H, ArH) 8.42 (d, J=8.0 Hz, 1H, ArH), 8.51 (d, J=8.4 Hz, 1H, ArH), 9.45 (s, 1H, ArH).

Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.Cinnoline-4-carboxylic acid, CAS: 21905-86-2, if you are interested, you can browse my other articles.

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN K.U. LEUVEN R & D; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Jung, Young Sik; Lee, Chong Kgo; Kim, Hae Soo; Jeong, Hee Chun; Kim, Pil Ho; Han, Soo Bong; Shin, Jin Soo; Neyts, Johan; Thibaut, Hendrik Jan; US2014/114068; (2014); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

18514-84-6, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.18514-84-6, name is Cinnolin-4(1H)-one. An updated downstream synthesis route of 18514-84-6 as follows.

To a solution of cinnolin-4(lH)-one in DMF (0.1 M) was added K2CO3 (1.2 eq) and methyl 5-(bromomethyl)-2-fluorobenzoate (prepared as described in US 2007/0021427 Al, 1 eq). The mixture was stirred and heated tolOO 0C for Ih. After cooling to RT the solvent was removed under reduced pressure and the residue was partitioned between DCM and H2O. The organic phase was washed with brine, dried (Na2SO4) and filtered and the solvent was removed under reduced pressure. The product was isolated by flash chromatography on silicagel, using a gradient of DCM/MeOH (from 0% to 10% MeOH in 10 CV). The 2-[4-fiuoro-3- (methoxycarbonyl)benzyl]cinnolin-2-ium-4-olate was eluted after the title compound.MS (ES) Ci8Hi3FN2O3 requires: 312, found: 313 (M+H)+.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnolin-4(1H)-one, CAS: 18514-84-6, if you are interested.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

875-66-1, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.875-66-1, name is Cinnolin-4-ol. An updated downstream synthesis route of 875-66-1 as follows.

Cinnolin-4(1H)-one (5.0 g, 34.24 mol) was added to the K2CO3 ( 7.08 g, 51.36 mol) and 3- bromoprop-1-yne (3.11 mL, 41.09 mol) in ACN (20 mL) and the mixture stirred at 80 C for 4-8 h then reaction mixture was cool to rt. The mixture was concentrated, diluted with H2O (30 mL), and extracted with EtOAc (3 ¡Á 50 mL). The combined organic layers were dried (MgSO4), filtered and concentrated. Flash chromatography gave 4-(prop-2-yn-1-yloxy)cinnoline (13a). Synthesis of 4-(prop-2-yn-1-yloxy)cinnoline (4a). Yield (2.60 g, 65.5%). m.p. 100-110 C. Colourless solid.1H NMR (400 MHz, CDCl3) delta 8.34 (dd, J = 1.2, 1.2 Hz, 1H, Ar), 7.81-7.77 (m, 2H, Ar), 7.60 (d, J = 8.8 Hz, 1H, Ar), 7.46 (t, J = 8.0 Hz,1H, Ar), 5.14 (d, J = 2.4 Hz, 1H, -OCH2), 2.51 (t, J = 2.4 Hz, 1H, Alky). 13C NMR (100 MHz, CDCl3) delta 171.2, 140.6, 140.1, 134.0, 126.0, 125.2, 124.6, 115.1, 76.0, 75.7, 46.2. ESI-MS: m/z 185.27 [M+H]+. Anal. Calc. (C11H8N2O) C: 71.73; H: 4.38; N: 15.21. Found C: 71.80; H: 4.04; N: 15.28%.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnolin-4-ol, CAS: 875-66-1, if you are interested.

Reference£º
Article; Boda, Sathish Kumar; Bommagani, Mohan Babu; Chitneni, Prasad Rao; Mokenapelli, Sudhakar; Yerrabelli, Jayaprakash Rao; Synthetic Communications; (2020);,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

318276-74-3, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.318276-74-3, name is Methyl cinnoline-6-carboxylate, below Introduce a new synthetic route as follows.

A solution of the compound from example 3d) (345 mg; 1.8 mmol.) in anhydrous tetrahydrofuran (20.0 ml_) was cooled to 5 oC for the portionwise addition of solid lithium aluminumhydride (70.0 mg; 1.8 mmol.) and stirred at 5 0C for 1 h. The mixture was quenched by the addition of ethyl acetate (50.0 ml_) then water (5.0 ml_), filtered through a pad of Celite and evaporated. The residue was dissolved in ethyl acetate (50.0 ml.) and treated with manganese dioxide (0.50 g) and stirred at room temperature for 2 h. The mixture was filtered through a pad of Celite and evaporated to afford the title compound (169 mg; 60%) as a brown powder which was used directly in the following step without further purification

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Methyl cinnoline-6-carboxylate, CAS: 318276-74-3, if you are interested.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/103759; (2007); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

875-66-1, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.875-66-1, name is Cinnolin-4-ol. An updated downstream synthesis route of 875-66-1 as follows.

Example 20: Synthesis of 1- [4- (5-FLUORO-2-METHOXYPHENYL)-2-HYDROXY-4-METHYL-2- TRIFLUOROMETHYLPENTYL]-LH-CINNOLIN-4-ONE To a suspension of 2- [2- (5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane (216 mg) and cinnolin-4-ol (V. G. Chapoulaud et AL., Tetrahedron, 2000,56, pp. 5499-5507) (216 mg) in anhydrous ethanol (1.2 ML) was added sodium ethoxide (21 wt. % solution in ethanol, 276 PL). After heating at 85C for 16 hours, the reaction mixture was diluted with ethyl acetate, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by preparative TLC (eluted with 40% ethyl acetate-hexanes) to give the title compound as a pale yellow solid (26 mg), m. p. 122C-123C.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnolin-4-ol, CAS: 875-66-1, if you are interested.

Reference£º
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/63163; (2004); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.875-66-1, name is Cinnolin-4-ol, below Introduce a new synthetic route as follows., 875-66-1

875-66-1, To a suspension of NaH (60% in mineral oil, 0.099 g, 2.46 mmol) in DMF (5 mL) was added cinnolin-4-ol (prepared from 2-aminoacetophenone according to the procedures described in U. S. Patent No. 4,620, 000), 0. 300 g, 2.05 mmol) in DMF (2 mL) dropwise. The reaction mixture was warmed at 40 C and stirred for 30 minutes. After cooling, N-phenyltrifluoromethanesulfonimide (0.880 g, 2.46 mmol) in DMF (2 mL) was added, and the reaction mixture was stirred at room temperature for 1 hour. 1-Boc piperazine (0.765 g, 4.11 mmol) was added to the mixture. The reaction was stirred at 80 C for 4 hours. After cooling, the mixture was partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc. The combined organic layers were washed with water, brine, dried and concentrated. The residue was purified by column chromatography (1: 1 to 1: 3 hexanes/EtOAc) to give 4- Cinnolin-4-yl-piperazine-l-carboxylic acid tert-butyl ester (0.246 g, 38%) as a yellow oil. 1H NMR (CDC13, 400 MHz) 8 8. 91 (s, 1H), 8. 47 (d, J= 8.4 Hz, 1H), 7.97 (d, J= 8. 4 Hz, 1H), 7.80 (t, J= 7.2 Hz, 1H), 7.69 (t, J= 7.2 Hz, 1H), 3.74 (m, 4H), 3. 34 (m, 4H), 1.51 (s, 9H). LCMS (APCI+) tnlz 315 [M+H]’ ; Rt = 2.14 minutes.

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about Cinnolin-4-ol, CAS: 875-66-1, if you are interested.

Reference£º
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics