Heterocyclic Building Blocks-Pyrrolines

One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 6913-92-4, name is 1-Benzyl-3-pyrroline, introduce a new downstream synthesis route., 6913-92-4

6913-92-4, Was synthesised according to published methods:. To a solution of 1-benzyl-3-pyrroline (5.0 g, 31.40 mmol) in methanol (20 ml) cooled at 0C, water was added (5 ml) and H2S04 96% (2 ml). The solution was stirred 5 min. and 3-chloroperoxybenzoic acid (10.0 g, 40.56 mmol) was added in portions. The suspension was stirred at r.t. for 18 h. Methanol was evaporated and the aquose solution was neutralized with aq. NaOH 10 % until pH=7. The suspension was extracted with dichloromethane and the organic phase was washed with water and saturated solution of NaCl, dried over Na2SO4, filtered and concentrated to afford pure product (4.35 g, 80%) as yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 7.49-7.23 (m, 5H), 3.81 (s, 2H), 3.66 (s, 2H), 3.23 (d, J=12Hz, 2H), 2.72 (d, J=12Hz, 2H).

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 6913-92-4. We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; Laboratorios del Dr. Esteve S.A.; EP1849781; (2007); A1;,
Pyrroline – Wikipedia
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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.1122-10-7, name is 3,4-Dibromo-1H-pyrrole-2,5-dione. An updated downstream synthesis route of 1122-10-7 as follows., 1122-10-7

General procedure: To the solution of dibromomaleimide 1a orN-methyldibromomaleimide 1b (1 mmol) in THF (20 ml)was added solution of the thiophenol (2.2 mmol) and triethylamine(2.2 mmol) in one portion. The resulting solutionwas stirred at room temperature for 1 h, then evaporated invacuo and the residue was redissolved in ethyl acetate-water(20 + 20 ml) mixture. The organic layer was separated,washed with aq. NaHCO3, dried over anhydrous Na2SO4and evaporated. The residue was purified by flash chromatography(ethyl acetate: petroleum ether 3:1)., 1122-10-7

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Article; Panov, Alexey A.; Lavrenov, Sergey N.; Simonov, Alexander Y.; Mirchink, Elena P.; Isakova, Elena B.; Trenin, Alexey S.; Journal of Antibiotics; vol. 72; 2; (2019); p. 122 – 124;,
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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.25021-08-3, name is 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid. An updated downstream synthesis route of 25021-08-3 as follows., 25021-08-3

250 mg (1.07 mmol) of tert-butyl 3-[2-(2-aminoethoxy)ethoxy]propanoate, 151 mg (0.974 mmol) of 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid, 224 mg (1.46 mmol) of 1-hydroxy-1H-benzotriazole hydrate and 224 mg (1.17 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in 5.0 ml of dimethylformamide. The reaction mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% strength citric acid solution and with saturated sodium bicarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate, and the solvent was evaporated under reduced pressure. The residue was purified by preparative RP-HPLC (column: Reprosil 250*40; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 267 mg (64% of theory) of tert-butyl 3-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]propanoate. LC-MS (Method 1): Rt=0.73 min; MS (ESIpos): m/z=371 (M+H)+.

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Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
Pyrroline – Wikipedia
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An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.55750-48-6, name is Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. Here is a downstream synthesis route of the compound 55750-48-6. 55750-48-6

30 mg (30 mumol) of Intermediate 89 were taken up in 2 ml of 1,4-dioxane and admixed with 4 ml of saturated sodium hydrogencarbonate solution and then with 7.5 mg (50 mumol) of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. The reaction mixture was stirred at RT for 1 h and then concentrated under reduced pressure. The remaining residue was purified by means of preparative HPLC. After lyophilization, 24 mg (74% of theory) of the title compound were obtained. [1937] HPLC (Method 5): Rt=2.2 min; [1938] LC-MS (Method 1): Rt=1.01 min; MS (ESIpos): m/z=1006 (M+H)+.

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about 55750-48-6

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Patent; Lerchen, Hans-Georg; Hammer, Stefanie; Harrenga, Axel; Kopitz, Charlotte Christine; Nising, Carl Friedrich; Sommer, Anette; Stelte-Luowig, Beatrix; Mahlert, Christoph; Schuhmacher, Joachim; Golfier, Sven; Greven, Simone; Bruder, Sandra; US2015/23989; (2015); A1;,
Pyrroline – Wikipedia
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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.25021-08-3, name is 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid. An updated downstream synthesis route of 25021-08-3 as follows., 25021-08-3

A suspension of 2,5-dihydro-2,5-dioxopyrrol-1-ylacetic acid (821 mg) in thionyl chloride (15.9 ml) was heated under reflux for 0.5 hours and the excess thionyl chloride was removed under vacuum. The residue was evaporated twice with dry toluene to afford 2,5-dihydro-2,5-dioxopyrrol-1-ylacetyl chloride [(5) where m=1] as a colourless, readily hydrolyzed liquid. (The compound has been prepared previously by a less convenient route5).

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Patent; Medical Research Council; US5434272; (1995); A;,
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1122-10-7, 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.1122-10-7, name is 3,4-Dibromo-1H-pyrrole-2,5-dione. An updated downstream synthesis route of 1122-10-7 as follows.

General procedure: To a solution of N-R-maleimide (10 mmol) in CCl4 (15 mL) was added dropwise a solution of Br2 (0.57 mL, 11 mmol) in CCl4 (10mL) at rt After the addition is completed, the reaction mixture was refluxed for 1 h and then cooled to room temperature. The solvent was evaporated in vacuo to give the crude trans-2,3-Dibromo-N-R-succinimide as pale-yellow solid. The crude succinimide was dissolved in THF (30 mL) and triethylamine (1.40 mL, 11 mmol) in THF (5 mL) was added dropwise at 0 oC.The resulting mixture was allowed to warm to room temperature and stirred for two h before concentrated in vacuo. The residue was dissolved in EtOAc and washed with H2O and brine. The organic layer was dried with anhydrous Na2SO4 and evaporated in vacuo to give bromo-N-R-maleimide (1)as pale-yellow solid with good yields., 1122-10-7

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Article; Li, Xiangmin; Li, Hongxian; Yang, Wei; Zhuang, Jinchen; Li, Hao; Wang, Wei; Tetrahedron Letters; vol. 57; 24; (2016); p. 2660 – 2663;,
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55750-48-6, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.55750-48-6, name is Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. A new synthetic method of this compound is introduced below.

55750-48-6, Step 1t-Butyl (2-(2-aminoethoxy)ethyl)carbamate (204 mg, 1 mmol) was dissolved in saturated aq. NaHCO3 (1 0 mL). The solution was cooled to 0 C. Methyl-2,5-dioxo-2,5- dihydro-1 H-pyrrole-1 -carboxylate (155 mg, 1.0 mmol) was then added. The reaction was stirred for 1 .5 h at 0 C. The pH was adjusted to 1 -2 with 2M HCl, and the mixture was extracted with EtOAc (3 X 20 mL). The combined organic phases was washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by ISCO using a 0-4% gradient of MeOH in DCM to obtain tert-butyl (2-(2-(2,5-dioxo-2,5-dihydro-1 H-pyrrol- 1 -yl)ethoxy)ethyl)carbamate. 1H NMR (400 MHz, CD3OD): 6.82 (s, 2H), 3.68 (t, J = 5.4 Hz, 2H), 3.59 (t, J = 5.4 Hz, 2H), 3.46 (t, J = 5.6 Hz, 2H), 3.1 8-3.14 (m, 2H), 1.43 (s, 9H). MS m/z 1 85.1 (M+1 -Boc). Retention time 0.918 min.

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. We look forward to the emergence of more reaction modes in the future.

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Patent; NOVARTIS AG; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; PAN, Shifeng; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; WO2015/189791; (2015); A1;,
Pyrroline – Wikipedia
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31970-04-4, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.31970-04-4, name is Benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate, below Introduce a new synthetic route.

To a solution of N-carbobenzoxy-3-pyrroline (1.00 g, 4.92 mmol, 1.0 eq) in acetone (20 mL) was added NMO (1.0 g, 7.38 mmol, 1.5 eq) followed by OsO4 (cat. 10 mg in 1 mL iPrOH). The mixture was stirred for 3 h. To this, saturated NaHSO3 aqueous solution (5 mL) was added, and the mixture was stirred for another 0.5 h. The organic phase was separated from the mixture, and the water phase was extracted with EtOAc (20 mL¡Á3). The combined organic phases were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by a silica gel column chromatography (EtOAc) to give the compound as colorless oil (1.16 g, 100percent).

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Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); A1;,
Pyrroline – Wikipedia
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One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 5264-35-7, name is 5-Methoxy-3,4-dihydro-2H-pyrrole, introduce a new downstream synthesis route., 5264-35-7

A mixture of 6.2 g 2-AMINO-3-CYANO-THIOPHEN and 5,95 g 5-methoxy-3, 4-dihydro-2H- pyrrol are heated for 2 hrs. at 120 C and 1 hr. at 155 C with stirring. Upon cooling down to ambient temperature the mixture is diluted with acetone and solid particles are filtered off. The mixture is concentrated and methanol is added. The mixture is acidified with alcoholic HCl. Subsequently the product is precipitated by addition of diethylether and the crystals and dried to yield 4.5 g of 6, 7-DIHYDRO-5H-1-THIA-4A, 8- DIAZA-S-INDACEN-4-YLIDENEAMINE hydrochloride as light yellow crystals.

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Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2004/72074; (2004); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

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.1334177-86-4, name is 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid. An updated downstream synthesis route of 1334177-86-4 as follows., 1334177-86-4

EDCI hydrochloride (8 mg, 0.042 mmol) was added to a suspension of Maleimide-PEG8-acid(25 mg, 0.042 mmol) in dry CH2CI2 (4 mL) under argon atmosphere. PBD 19 (42 mg, crude)was added straight away and stirring was maintained until the reaction was complete (3hours). The reaction was diluted with CH2CI2 and the organic phase was washed with H20 and brine before being dried over MgSO4, filtered and excess solvent removed by rotary evaporation under reduced pressure by rotary evaporation under reduced pressure. The product was purified by careful silica gel chromatography (slow elution starting with 100%CHCI3 up to 9:1 CHCI3/MeOH) followed by reverse phase HPLC to remove unreacted maleimide-PEG8-acid. The product 20 was isolated in 10% over two steps (6.6 mg). LC/MS 1.16 mm (ES+) m/z (relative intensity) 770.20 ([M + 2H], 40%).

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Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;,
Pyrroline – Wikipedia
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