Category: pyrrolines

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

200 mg (0.805 mmol) of tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate, 150 mg (0.966 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 560 mul (3.2 mmol) of N,N-diisopropylethylamine were dissolved in 10 ml of dimethylformamide, and 459 mg (1.21 mmol) of HATU were added. The reaction mixture was stirred at RT for 30 minutes. The solvents were evaporated under reduced pressure and the residue was dissolved in dichloromethane. The organic phase was washed twice with 5% strength citric acid solution and dried over magnesium sulphate, and the solvent was evaporated under reduced pressure. The residue was purified using Biotage Isolera (silica gel, column 25 g SNAP, dichloromethane:methanol 98:2). This gave 276 mg (89% of theory) of tert-butyl {2-[2-(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethoxy)ethoxy]ethyl}carbamate. LC-MS (Method 1): Rt=0.67 min; MS (ESIpos): m/z=386 (M+H)+.

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

Reference£º
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
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 (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%).

As the paragraph descriping shows that 1334177-86-4 is playing an increasingly important role.

Reference£º
Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52533; (2015); A1;; ; Patent; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius Hendrikus Cornelis; WO2015/52534; (2015); 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

A solution of Super-Hydride (0.37 ml_, 1 M in THF) was added dropwise to a solution of SEM- dilactam 4 (200 mg, 0.15 mmol) in dry THF (5 ml_) at -78C under an argon atmosphere. The addition was completed over 5 minutes in order to maintain the internal temperature of the reaction mixture constant. After 40 minutes, an aliquot was quenched with water for LC/MS analysis, which revealed that the reaction was complete. Water (20 mL) was added to the reaction mixture and the cold bath was removed. The organic layer was extracted with CH2CI2 (3 x 50 mL) and the combined organics were washed with brine (100 mL), dried with MgS04, filtered and the solvent removed by rotary evaporation under reduced pressure. The crude product was dissolved in dry CH2CI2 in a round bottom flask purged with argon. Mal-dPEGs-OH acid (31.4 mg, 0.148 mmol) and EDCI.HCI (28.5 mg, 0.148 mmol) were added and the mixture was left to stir at room temperature until complete. The crude material was purified by reverse phase HPLC to afford product 6 with 82% purity (37 mg, 1 1 % yield). LC/MS 1.38 min (ES+) m/z = 1 101 .05 [Af + 2H]2+- ; LC/MSismin 5.84 min (ES+) m/z = 1 101.05 [Af + 2H]2+ .

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.

Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; MASTERSON, Luke; CAILLEAU, Thais; DIMASI, Nazzareno; WHITE, Jason; (71 pag.)WO2019/96788; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

8 mg (7.5 mumol) of N-(3-carboxypropyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(2S,3E)-1-phenyl-4-(4-sulphophenyl)but-3-en-2-yl]amino}propyl]pyrrolidin-1-yl}-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide, 2.8 mg (8.2 mumol) of 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide trifluoroacetate, 3.4 mg (9 mumol) of HATU and 3.9 mul of Huenig’s base were stirred in 0.77 ml of DMF at RT for 20 h. Subsequently, the reaction mixture was purified by prep. HPLC. [2213] 3 mg (31% of theory) of the title compound were obtained. [2214] LC-MS (Method 1): Rt=0.90 min; MS (ESIpos): m/z=1164 (M+H)+

The synthetic route of 151038-94-7 has been constantly updated, and we look forward to future research findings.

Reference£º
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
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.

General procedure: Equimolar quantities of maleimide (2) and nitrones (5a-k and 6a-k) were refluxed in toluene (20 ml) and ethyl alcohol (5 ml) for 8-10 h (TLC monitoring using petroleum ether and hexane 1:1) followed by cooling with addition of dry ether. The products (7a-k and 8a-k) were separated out after filtration and recrystallized from toluene and petroleum ether mixture (1:1) to yield cis-isomers (7aa-7ka and 8aa-8ka). The mother liquor on further work up provided trans-isomers which were recrystallized from ethanol and diethyl ether mixture (1:1) (7aa’-7ka’ and 8aa’-8ka’) (Fig. 3).7 These stereoisomers were characterized by their 1H NMR, IR and mass spectra in addition to their melting points and elementary analysis. These stereoisomers have identical IR spectra and elemental analysis but differ in their melting points, 1H NMR and mass spectra.

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.

Reference£º
Article; Anand, Preet; Singh, Baldev; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 521 – 530;,
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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 4-azido-2-hydroxybenzoic acid N-hydroxysuccinimide ester (28 mg, 0.10 mmol) and N-(2-aminoethyl)maleimide hydrochloride (27 mg, 0.15 mmol) in DMF (250 muL) was added (i-Pr)2NEt (53 muL, 0.30 mmol) dropwise at 0 C. The reaction was allowed to warm room temperature, and stirred for 30 min. The reaction mixture was diluted with EtOAc, and then washed with 10% citric acid, H2O and brine. The organic layer was dried over Mg2SO4, and the solution was filtered, concentrated, and flash-chromatographed on silica gel to provide 1 (9.4 mg, 30.8%) as a pale yellow solid: mp >300 C; 1H NMR (CDCl3) delta 3.64 (m, 2H), 3.86 (t, J = 5.2 Hz , 2H) 6.53 (dd, J = 2.3 and 8.6 Hz, 1H) 6.62 (d, J = 2.3 Hz, 1H) 6.77 (s, 2H) 7.36 (d, J = 8.6 Hz, 1H); 13C NMR (CDCl3) delta 37.1, 39.9, 108.1, 110.1, 110.8, 127.2, 134.4, 146.0, 163.1, 169.8, 171.2. MS (ESI), calcd for C13H12N5O4 [M + H]+ 302.1, found 302.1

As the paragraph descriping shows that 134272-64-3 is playing an increasingly important role.

Reference£º
Article; Misu, Ryosuke; Oishi, Shinya; Setsuda, Shohei; Noguchi, Taro; Kaneda, Masato; Ohno, Hiroaki; Evans, Barry; Navenot, Jean-Marc; Peiper, Stephen C.; Fujii, Nobutaka; Bioorganic and Medicinal Chemistry Letters; vol. 23; 9; (2013); p. 2628 – 2631;,
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.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,as a common compound, the synthetic route is as follows.

N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide (28 mg, 0.146 mmol, 1 eq) was added to a solution of 105 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) in chloroform (5 mL). The reaction was stirred for 1 .5 h then diluted with chloroform (50 mL), washed with water (50 mL), brine (30 mL), dried over magnesium sulphate, filtered and evaporated. Flash chromatography [gradient elution 100% DCM to 90% DCM/10% methanol] gave 106 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 min; MS (ES+) m/z (relative intensity) 982.90 (100), 1963.70 (5).

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.

Reference£º
Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (283 pag.)WO2016/166298; (2016); 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

The reaction was carried out under strictly dry conditions.To triphenylphosphine (193.9 mg, 0.7 mmol) in THF (5 mL)was added drop-wise diisopropyl azodicarboxylate (145.6 jii,0.7 mmol) at -78 C. The reaction was stirred for 5 mm andPEG300 (200.0 mg, 0.6 mmol) in THF (4 mL) was addeddrop-wise. The reaction was stirred for 5 mm and neopentylalcohol (45.8 mg, 0.5 mmol) in THF (1 ml) was added. Thereaction was stirred for 5 mm and 3,4-dibromomaleimide(189.4mg, 0.7 mmol) in THF (2 ml) was added. The reactionwas stirred for 10 mm, the cold bath removed and stirred for20 h at ambient temperature. The solvent was removed invacuo and the residual material was purified by flash chromatography on silica gel (methanol:dichloromethane, gradientelution from 0.5-5.0% methanol). Fractions containing theproduct were collected and the solvent was removed in vacuo.The still impure product was purified by flash chromatograss phy on silica gel (petroleum ether: ethyl acetate, gradientelution from 7:3 to 2:8) to afford the desired compound as ayellow oil (137 mg, 40%) with 97.5% purity. ?H NMR (500MHz, CDC13): oe=3.76 (t, 2H, J=5.6, N-CH2), 3.64-3.52 (m,24H, 12xCH2-O), 3.49 (t, 2H, J=4.4, N-CH2—CH2), 3.32(s, 3H, O-CH3); ?3C NMR (125 MHz, CDC13): oe=163.8(2xC), 129.5 (2xC), 72.0 (CH2), 70.7-70.5 (9xCH2), 70.1(2xCH2), 67.5 (CH2), 59.1 (CH3), 39.0 (CH2); IR (solid,cm?): 3496 (w), 2869 (m), 1786 (m), 1720(s), 1594 (m); MS(CI) mlz, (%): 580 (8?M+H, 12), 578 (81 79M+H, 23), 576 (79M+H, 12), 279 (100), 84 (61); Mass calc. for C,9H3 ,7913r2O9N[+H]: 576.0444. Found: 576.0437.

The synthetic route of 1122-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCL Business Plc; Smith, Mark; Caddick, Stephen; Baker, James; Chudasama, Vijay; (80 pag.)US9295729; (2016); B2;,
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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

Trifluoroacetic Acid/4-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]pyrrolidine-3-carboxamide (1:1) 40.5 mg (0.06 mmol) of 4-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (Intermediate C25) and 14.5 mg (0.08 mmol) of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1) were initially charged in 1.0 ml of acetonitrile, and 64.4 mg (0.51 mmol) of N,N-diisopropylethylamine and 50.0 mg (0.08 mmol) of T3P were added and the mixture was stirred at RT for 16 h. The same amount of 1-(2-aminoethyl)-1H-pyrrole-2,5-dione hydrochloride (1:1), N,N-diisopropylethylamine and T3P were added again, and the mixture was stirred at RT for a further 4 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 125*30; 10mu, flow rate: 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 7.2 mg (15% of theory) of the compound tert-butyl 3-{[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-imidazol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]methyl}-4-{[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]carbamoyl}pyrrolidine-1-carboxylate. LC-MS (Method 1): Rt=1.30 min; MS (ESIpos): m/z=763 [M+H]+.

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

Reference£º
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
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

To a stirred solution of 2,3-dibromomaleimide (510 mg, 2.0 mmol) in CH2Cl2 (20 mL) Et3N(277 ml, 2.0 mmol) was added, then cooled to 0 C and n-propylmercaptan(186 ml, 2.0 mmol) dissolved in CH2Cl2 (10 mL) wasadded dropwise under an argon atmosphere and stirred for 5 h. Thereaction mixture was concentrated, and the crude product waspurified by flash chromatography (hexanes:ethyl acetate 9:1) togive the desired intermediate (261 mg, 52%) as a yellow powder. Toa stirred solution of the intermediate (261 mg,1.04 mmol) in CH2Cl2(20 mL) Et3N (160ml, 1.1 mmol) and n-dodecyl-mercaptan (264 ml,1.1 mmol) were added under an argon atmosphere and stirred for30 min. The reaction mixture was concentrated, and the crudeproduct was purified by flash chromatography (hexanes:ethyl acetate 95:5) to give compound 9a (273 mg, 71%) as a yellowpowder. 1H NMR (400 MHz, CDCl3): d 7.60 (s, 1H, NH), 3.34e3.22(m, 4H, 2x S-CH2), 1.74e1.59 (m, 4H), 1.45e1.37 (m, 2H), 1.30e1.21(m, 16H), 1.03 (t, J 7.4 Hz, 3H), 0.88 (t, J 6.8 Hz, 3H). 13C NMR(101 MHz, CDCl3): d 166.61, 166.40, (2C, 2 x CO) 136.98, 136.71,(2C, 2 x C-S) 33.79, 32.04, 31.95, 30.59, 29.76, 29.69, 29.60, 29.48,29.24, 28.62, 24.03, 22.82, (13C, 13 x CH2) 14.26, 13.23. (2C, 2 x CH3).MS (MALDI-TOF): m/z calculated for C19H33NO2S2 Na [M Na]:394.18. Found: 394.25. Compound 9a was converted into Nethoxycarbonylcompound according to general method A. Thecrude compound 9bwas used in further steps without purification.

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

Reference£º
Article; Sz?cs, Zsolt; Kelemen, Viktor; Le Thai, Son; Csavas, Magdolna; R?th, Erzsebet; Batta, Gyula; Stevaert, Annelies; Vanderlinden, Evelien; Naesens, Lieve; Herczegh, Pal; Borbas, Aniko; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1017 – 1030;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem