Heterocyclic Building Blocks-Pyrrolines

134272-64-3, N-(2-Aminoethyl)maleimide Hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of the free thiol, Dl (88 mg, 0.105 mmol) and l-((2,5- dioxopyrrolidin-l-yl)oxy)-l-oxo-4-(pyridin-2-yldisulfanyl)butane-2-sulfonic acid (sulfo- SPDB) (64.0 mg, 0.158 mmol) in anhydrous dichloromethane (2.10 mL) was added DIPEA (55.0 mu, 0.315 mmol) under nitrogen at room temperature. The mixture stirred for 16 hours and then l-(2-aminoethyl)-lH-pyrrole-2,5-dione hydrochloride (55.6 mg, 0.315 mmol), anhydrous dichloromethane (1.0 mL) and DIPEA (0.055 mL, 0.315 mmol) were added. The mixture stirred for an additional 5 hours at room temperature upon which the reaction was concentrated in vacuo. The resulting residue was purified by RP-HPLC (CI 8, CH3CN/H2O). Fractions containing desired product were frozen and lyophilized to give maleimide, D4 (20 mg, 16% yield) as a white solid. LCMS = 4.92 min (8 min method). MS (m/z): 1158.6 (M + 1)+.

134272-64-3, The synthetic route of 134272-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNOGEN, INC.; MACROGENICS, INC.; HICKS, Stuart William; YODER, Nicholas C.; BARAT, Bhaswati; BONVINI, Ezio; DIEDRICH, Gundo; JOHNSON, Leslie S.; LOO, Deryk; SCRIBNER, Juniper A.; (260 pag.)WO2018/119196; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

766-36-9, Example 2Preparation of 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl ] benzene sulfonamide (IV)3-Ethyl-4-methyl-2,5-dihydro-lH- pyrrole-2-one (II) (1.0 Kg) and beta-phenylethyl isocyanate (1.488 Kg) were mixed in anhydrous toluene (4.0 L) and refluxed for 4 hrs. The toluene was distilled off and hexane (8.0 L) was added to the reaction mixture at 5O0C. The product precipitated is cooled to 0 to 5 C to obtain the solid compound viz. 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.17 Kg). It was filtered washed with 2.0 L of hexane.To a cooled (15 to 25 C) solution of chlorosulfonic acid (2.8 L), 4-[2-(3-Ethyl-4- methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.0 Kg) was added in small portions over a period of 2 to 3 hrs. Further it was stirred for 30 min at this temperature and then temperature was gradually raised to 30 to 350C. The reaction mass is stirred further for 2 hrs. The reaction mixture was then quenched into ice- water and stirred for 1 hr and filtered to obtain the product 4-[2-(3-Ethyl-4-methyl-2- carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride (2.0 kg). To a cooled (15 to 200C) solution of diluted ammonia (1.4 L) 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride was added in small portion over 1 to 2 hrs. The reaction mixture was then heated to 7O0C for 2 hrs when ammonolysis is complete. The product converted is then stirred for 1 hr at R.T. and filtered and dried at 90. to 100 C to obtain crude 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) having HPLC purity in the range of 82 to 88percent. The crude compound 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) is then purified from mixture of organic solvents chosen from Methanol, Acetone toluene.

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; USV LIMITED; WO2006/103690; (2006); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-methoxycarbonyl-dibromomaleimide (4)0::xcTo a solution of dibromomaleimide (1.00 g, 3.9 mmol) and N-methylmorpholine (0.433 mL, 3.9 mmol) in THF (35 mL) was added methylchloroformate (0.304 mL, 3.9 mmol) and the mixture was stirred for 20 mm. at room temperature. Then CH2C12 (40 mL) was added, the organic phase was washed with H20, dried over MgSO4 and the solvent removed in vacuo to yield the desired product as a pink powder (1.18 g, 3.8 mmol, 97%).m.p. 115-118C; Vmax (cm?) 3236, 2962, 1809, 1769, 1730, 1602; oH (CDC13, 500MHz)4.00 (3H, s, CH3); Oc (CDC13, 125 IVIHz) 159.3, 147.0, 131.5, 54.9; MS (CI) m/z (%)314 (MPH, 100), 206 (13), 111(12); Mass calculated for C6H3O4N79Br2: 310.8423,observed: 310.8427., 1122-10-7

1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; UCL BUSINESS PLC; SMITH, Mark Edward Brennan; WO2013/121175; (2013); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Diels-Alder Surfactant-Carboxylate Headgroup; A second embodiment of the precursor surfactant molecule of the present invention is prepared by providing a solution in an essentially identical process as was used to prepare molecule 4. In the present embodiment, 3.68 g (16.9 mmol) of n-(4-carboxyphenyl)maleimide (molecule 2) was added to a solution of 5.72 g (24.2 mmol) of 2-n-dodecylfuran (molecule 3) and 30 mL of acetone and heated to 55 C. The solution was again stirred and allowed to react at 55 C. until TLC (SiO2, 1:1 acetone-petroleum ether) indicated the starting materials had been consumed. The reaction was then concentrated to dryness, the residue purified by flash chromatography on 60 silica gel in a 1:4 mixture of acetone and chloroform acting as a carrier solvent and subsequently recrystallized in a mixture of chloroform and petroleum ether to yield 5.37 g (70% yield) of a second colorless solid precursor material again characterized using 1H/13C NMR and combustion analysis for confirmation of primary structure. The prepared isomer was identified as exo-4-dodecyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxy-N-(4-carboxyphenyl)imide and is designated, hereinafter, as molecule 5., 17057-04-4

17057-04-4 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Sandia National Laboratories; US7022861; (2006); B1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57079-01-3,11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid,as a common compound, the synthetic route is as follows.

57079-01-3, S1, 28.1 g of undecylmaleimido-11-acid is added to 120 ml of thionyl chloride,The reaction solution was heated to reflux for 3 h until the bubbler had no gas, and the reaction was stopped.The reaction solution was concentrated to dryness.Obtaining a yellow solid without post-treatment, directly proceeding to the next reaction;

The synthetic route of 57079-01-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Suzhou Haofan Biological Co., Ltd.; Lv Minjie; Wang Guichun; Liu Min; (14 pag.)CN109535058; (2019); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 500 ml three-necked flask, N-maleimidyl acetic acid (94 g, 0.6 mol)And dichloromethane 300ml,Oxalyl chloride (90 g, 0.72 mol) was then added,The reaction was warmed to reflux, a large amount of gas was released.After 2h the reaction became clear,Concentrate to remove methylene chloride and excess oxalyl chloride,Addition of 200 ml of methylene chloride to remove the residual acid in one pass afforded crude N-maleimidoacetyl chloride.The crude product was dissolved in 200 ml of dichloromethane,Was added dropwise to N-hydroxysuccinimide (69 g, 0.6 mol)Triethylamine (80.8 g, 0.8 mol)Dissolved in 300 ml of dichloromethane,Ice water cooling control temperature does not exceed 20 , drip finished room temperature 2h.The reaction solution was washed with 200 ml of water to remove triethylamine hydrochloride,1N hydrochloric acid 100ml washing to remove excess triethylamine,200ml saturated salt water, washed and dried,Concentrated to dry off like white solid 137g,After recrystallization from a mixed solvent of ethyl acetate and petroleum ether, 116 g of a white solid was obtained,HPLC purity 98.7%, 76.7% yield.

25021-08-3, The synthetic route of 25021-08-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Suzhou Haofan Biological Technology Co., Ltd.; Lv Minjie; Zhang Haiyan; Wang Guichun; Sun Fangchao; (10 pag.)CN105037237; (2017); B;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17057-04-4,4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid,as a common compound, the synthetic route is as follows.

To a solution of BP-1 (47 mg, 0.218 mmol) intetrahydrofuran (8 mL) were added N-ethylcarbodiimide hydrochloride (50 mg, 0.262 mmol), hydroxybenzotriazole (35 mg, 0.262 mmol), N-methylmorpholine (72 muL,0.654 mmol) and compound 3 (60 mg, 0.24 mmol, see the details in Supplementary Material). The mixture solution was stirred for 5 h under argon at room temperature (25 C).Solvent was evaporated under vacuum, and the residue was extracted with dichloromethane (3 ¡Á 10 mL) and deionized water. The combined organic extracts were washed with brine, dried over anhydrous Na2SO4and concentrated. The residue was purified by silica gel column chromatography (eluent: 25% ethyl acetate in n-hexane) to afford BP-3as a bright yellow solid (98 mg, 61%). 1H NMR (CDCl3,300 MHz, 293 K): delta 6.40 (2H, m), 7.05 (2H, m), 7.20 (2H,m), 9.77 (2H, s). 13C NMR (CD3CN, 75 MHz, 293 K):169.70, 169.59, 148.73, 135.12, 134.60, 134.02, 132.49,130.74, 128.05, 126.20, 123.60, 117.29, 115.82, 114.41,113.35, 50.16, 38.72. HRMS (FAB) m/z: C22H18BF2N5O3found 449.15 (M+).

17057-04-4, The synthetic route of 17057-04-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kim, Dokyoung; Ma, Donghee; Kim, Muwoong; Jung, Yuna; Kim, Na Hee; Lee, Chiho; Cho, Seo Won; Park, Sungnam; Huh, Youngbuhm; Jung, Junyang; Ahn, Kyo Han; Journal of Fluorescence; vol. 27; 6; (2017); p. 2231 – 2238;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

25021-08-3, 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0001236] To a mixture of Example 2.160.3 (557.5 mg), 2-(2,5-dioxo-2,5-dihydro- lH-pyrrol-l- yl)acetic acid (272 mg) and 0-(7-azabenzotriazol-l-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (667 mg) inN N-dimethylformamide (1.75 mL) at 0 C was added Nu,Nu- diisopropylethylamine (0.459 mL). The resulting mixture was stirred at 0 C for 1 hour. The reaction mixture was mixed with saturated aqueous NH4C1 mixture, extracted with ethyl acetate and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography, eluting with petroleum ether/ ethyl acetate (2/1), to provide the title compound. MS (LC-MS) m/e 795.3 (M+Na) +., 25021-08-3

25021-08-3 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid 319935, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1334177-86-4, 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 is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(l) 4-a2S,5S)-37-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-Isopropyl-2-methyl-4,7,35-trioxo-10,13,16,19,22,25,28,31-octaoxa-3,6,34-triazaheptatriacontanamido)benzyl (3-(3,5-bis((((S)-7-methoxy-2-methyl-5-oxo-5,11a-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yl)oxy)methyl)phenyl)prop-2-yn-1-yl)carbamate 15 Mal-dPEG 8 acid (0.053 g, 0.09 mmol, 0.9 eq.) and EDCI (0.017 g, 0.09 mmol, 0.9 eq.) were added to a solution of crude amine 14 (0.094 g, 0.095 mmol, 1 eq.) in DCM. The solution was stirred at room temperature for 2 hours. The reaction mixture was washed with water, saturated brine, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by column chromatography (Biotage Isolera) to give material which was further purified by prep HPLC (without the use of acid). This afforded two batches of the desired product 15 (5.47 mg, and 2.78 mg of purity 93% and 88% respectively).

1334177-86-4, 1334177-86-4 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 51340955, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; GREGSON, Stephen John; LEVY, Jean-Noel; (88 pag.)US2017/239365; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

1334177-86-4, 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 is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 (3 hours). The reaction was diluted with CH2CI2 and the organic phase was washed with H20 and brine before being dried over MgS04, 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-PEGs-acid. The product 20 was isolated in 10% over two steps (6.6 mg). LC/MS 1 .16 min (ES+) m/z (relative intensity) 770.20 ([M + 2H]+ , 40%)., 1334177-86-4

1334177-86-4 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 51340955, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; SPIROGEN SARL; HOWARD, Philip Wilson; TIBERGHIEN, Arnaud; CAILLEAU, Thais; WO2015/52321; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem