Heterocyclic Building Blocks-Pyrrolines

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

A mixture of one molar equivalent of N-(4-carboxyphenyl)maleimide is reacted with excess thionyl chloride at 50C for three hours. The excess thionyl chloride is distilled off, and the residual product recrystallized from benzene to obtain pure N-(4-(chlorocarbonyl)phenyl)maleimide. One molar equivalent cinnamyl alcohol and one molar equivalent triethylamine are mixed in dry methylene chloride at 0C to which is added N-(4-(chlorocarbonyl)phenyl)maleimide dissolved in dry methylene chloride.

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

Reference£º
Patent; National Starch and Chemical Investment Holding Corporation; EP1156036; (2001); A2;,
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

Piperidine (0.2 mL) was added to a solution of 90 (77 mg, 63.4 mumomicronIota) in DMF (1 mL). The reaction mixture was allowed to stir for 20 minutes. The reaction mixture was carefully diluted with DCM (50 mL) and washed with water (50 mL). The organic layers was washed with brine (100 mL), dried over MgSO4, filtered and evaporated under reduced pressure to provide the unprotected valine intermediate. The crude residue was immediately redissolved in chloroform (5 mL). Mal(Peg)8-acid (56 mg, 95 mumomicronIota) and EDCI (18 mg, 95 mumomicronIota) were added, followed by methanol (0.1 mL). The reaction was allowed to stir for 3 hours at room temperature at which point completion was observed by TLC and LC/MS (1 .19 min (ES+) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2, 100)). The reaction mixture was diluted with chloroform (50 mL), washed with water (100 mL), dried (MgS04), filtered and evaporated in vacuo, followed by high vacuum drying, to provide the crude product. Purification by flash chromatography (gradient elution: HPLC grade 96:4 v/v CHCl3/MeOH to 90:10 v/v CHCl3/MeOH) gave 91 as a yellow solid (43 mg, 43%). 1H NMR (400 MHz, CDCI3) delta 8.73 (s, 1 H), 7.88 (dd, J = 7.6, 3.9 Hz, 2H), 7.75 (d, J = 8.6 Hz, 2H), 7.52 (d, J = 2.0 Hz, 2H), 7.44 (s, 1 H), 7.40 – 7.28 (m, 4H), 6.91 (d, J = 8.8 Hz, 2H), 6.81 (s, 2H), 6.69 (s, 2H), 6.48 (s, 1 H), 4.72 – 4.63 (m, 1 H), 4.46 – 4.34 (m, 2H), 4.25 – 4.03 (m, 6H), 3.95 (s, 4H), 3.84 (dd, J = 17.2, 10.1 Hz, 4H), 3.72 – 3.46 (m, 30H), 3.44 – 3.32 (m, 4H), 3.30 – 3.20 (m, 4H), 2.75 – 2.63 (m, 1 H), 2.59 (s, 4H), 2.55 – 2.43 (m, 3H), 2.37 (s, 3H), 2.29 (dd, J = 12.7, 6.7 Hz, 1 H), 2.03 – 1 .89 (m, 4H), 1 .72 (d, J = 22.7 Hz, 8H), 1 .46 (d, J = 7.2 Hz, 3H), 1 .01 (dd, J = 1 1 .5, 6.9 Hz, 6H). MS (ES+) m/z (relative intensity) 784.25 (([M + 2H] 2+)/2, 100).

1334177-86-4, The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; (308 pag.)WO2016/166304; (2016); 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

Acetoxycisplatin(4-acetylphenyl)carbamate (215 mg, 0.400 mmol, 1.0 equiv.) was dissolved in DMF (0.05M, 8 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-lH-pyrrol-l- yl)hexanehydrazide TFA salt (163 mg, 0.480 mmol, 1.2 equiv.) at room temprature. The reaction mixture was stirred at room temperature ovemight. Dichloromethane was added to the reaction mixture and the suspension was filtered to provide a yellow solid (230mg, 77% yield, 90.9% pure). The residue obtained was triturated with MeCN to provide compound 18 as a yellow solid (144 mg, 48% yield, 97.3% pure). NMR (500 MHz, DMF-d7) delta 10.28 (s, 0.4H), 10.15 (s, 0.6H), 9.74 (brs, 1H), 7.79-7.72 (m, 2H), 7.61-7.54 (m, 2H), 7.22-6.81 (m, 6H), 7.02 (s, 2H), 3.50-3.44 (m, 2H), 2.74-2.70 (m, 1.2H), 2.40- 2.35 ( m, 0.8H), 2.33 (s, 2H), 2.29 (s, 1H), 1.93 (s, 3H), 1.72-1.63 (m, 2H), 1.62-1.53 (m, 2H), 1.42-1.29 (m, 2H); HPLC-MS 97%, m/z for C2iH3oCl2N607Pt [(M+H)+] = 745.2., 151038-94-7

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

Reference£º
Patent; PLACON THERAPEUTICS, INC.; KADIYALA, Sudhakar; MOREAU, Benoit; BILODEAU, Mark T.; WHALEN, Kerry; SINGH, Sukhjeet; WOOSTER, Richard; LEMELIN, Charles-Andre; (151 pag.)WO2016/209935; (2016); 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.134272-64-3,N-(2-Aminoethyl)maleimide Hydrochloride,as a common compound, the synthetic route is as follows.

NHS ester, compound 5a (8.2 mg, 7.6 muiotaetaomicron) and l-(2-aminoethyl)-lH-pyrrole- 2,5-dione hydrochloride (2.2 mg, 0.011 mmol) were dissolved in anhydrous dichloromethane (305 mu) at room temperature. DIPEA (2.66 mu, 0.015mmol) was added and the reaction and was stirred for 3.5 hours. The reaction mixture was concentrated and was purified by RPHPLC (CI 8 column, CH3CN/H20, gradient, 35% to 55%). The desired product fractions were frozen and lyophilized to give maleimide, compound D5 as a solid white powder (5.3 mg, 58% yield). LCMS = 5.11 min (8 min method). MS (m z): 1100.6 (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

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.HCI (0.203 g, 1.06 mmol, 1.1 eq.) was added to a solution of compound 32 (0.86 g,0.96 mmol, 1.0 eq.) and Mal-dPEG8-OH (0.57 g, 0.96 mmol, 1.1 eq.) in dry DCM (30 mL)and CHCI3 (to give a clear solution). The clear solution was stirred at room temperature for18h. then a further portion of EDCI.HCI (0.037 g, 0.19 mmol, 0.2 eq.) was added and reaction continued for a further 24h. The reaction mixture was diluted with DCM (70 mL) washed with water (100 mL), brine (100 mL), dried (MgSO4) and evaporated under reduced pressure to give a yellow foam. Purification by flash column chromatography[CHCI3/MeOH 0% to 6% in 1% increments] gave the product as an off white foam (0.56 g,40%). Analytical Data: RT 6.13 mm; MS (ES) m/z (relative intensity) 1468 ([M + H], 20), 1334177-86-4

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

Reference£º
Patent; ADC THERAPEUTICS SA; MEDIMMUNE LIMITED; VAN BERKEL, Patricius Hendrikus Cornelis; HOWARD, Philip Wilson; DUNNY, Elizabeth; HUTCHINSON, Ian; MASTERSON, Luke; (73 pag.)WO2017/137556; (2017); 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.151038-94-7,6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate,as a common compound, the synthetic route is as follows.

A solution of 1,1?,2-trisnor-squalenic aldehyde (8) (0.334g, 0.868mmol) in CH2Cl2 was added to dry methanol (15mL). The resulting mixture was sonicated for a few minutes until complete dissolution. [6-(maleimido)hexanamido]azanium trifluoroacetate (7) [23] (0.306g, 0.868mmol) and 4A molecular sieves (200mg) were then added and the reaction mixture was stirred for 1h at room temperature under nitrogen. The formation of the desired product (9) was monitored by TLC (petroleum ether/ethyl acetate 1/1v/v, Rf: 0.65). The mixture was filtered and concentrated under reduced pressure. The residue was taken into water (5mL) and extracted with CH2Cl2 (3¡Á15mL). The combined organic phases were dried over anhydrous MgSO4 and concentrated in vacuo. Purification by flash-chromatography on silica column, eluting with a gradient of petroleum ether to petroleum ether/ethyl acetate 60/40v/v, gave the product as a light yellow waxy material (0.211g, 63% yield) (Supplementary material, Fig. S1). (0008) 1H NMR (CDCl3) delta: 8.39 (s, 1H, CH=NN), 7.05 (t, J=5.2Hz, 1H, NHCO), 6.68 (s, 2H, CO-CH=CHCO), 5.14-5.07 (m, 5H, HC=C(CH3)), 3.54-3.49 (t, J=7.2Hz, 2H, CH2N), 2.70-2.50 (m, 2H, CH2CONH), 2.40-1.90 (m, 20H, =C(CH3)CH2CH2), 1.80 (s, 3H, HC=C(CH3)2), 1.76-1.65 (m, 12H, HC=C(CH3)CH2), 1.62-1.60 (m, 4H, NCH2CH2CH2CH2CH2CON), 1.41-1.33 (m, 2H, NCH2CH2CH2CH2CH2CON). 13C NMR (CDCl3) delta: 171.2, 166.3, 147.3, 135.8, 135.7-132.0, 125.9-124.7, 42.5, 39.7-26.4, 38.2, 36.6, 31.0, 26.9, 25.9, 24.6-16.4, 22.4. MS (EI): m/z(%) 81 (70), 110 (100), 192 (55), 591 (3). HPLC analysis: Symmetry C18 column, 5mum (Merck, Italy) equipped with a C18 column guard, elution with 100% methanol, detection by UV adsorption measurement at 237nm (flow rate 1mL/min, tr=5.79min). Peak heights were recorded and processed on a CBM-10A Shimadzu interface.

151038-94-7, As the paragraph descriping shows that 151038-94-7 is playing an increasingly important role.

Reference£º
Article; Valetti, Sabrina; Mura, Simona; Desmale, Didier; Noiray, Magali; Vergnaud, Juliette; Vauthier, Christine; Couvreur, Patrick; Stella, Barbara; Cattel, Luigi; Giraudo, Enrico; Maione, Federica; Journal of Controlled Release; vol. 192; (2014); p. 29 – 39;,
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

[0059] Example 2 – Synthesis of 39-(3,4-dibromo-2,5-dioxopyrrolyl)- 3, 6,9, 12, 15, 18,21, 24,27, 30,33, 36-dodecaoxanonatriacontanoic acid: [0060] A 100 mL two-necked round bottom flask was flame dried and cooled under nitrogen. The cooled flask was charged with 200 mg (0.296 mmol) of ieri-butyl 39-hydroxy- 3, 6, 9, 12,15, 18,21, 24,27, 30,33, 36-dodecaoxanonatriacontanoate. Triphenylphosphine, 106 mg, was dissolved in about 5 mL anhydrous tetrahydrofuran in a vial, and the solution was added to thelOO mL flask via cannula under nitrogen. The 100 mL flask was cooled in an ice-water bath for 15 minutes. To the cooled solution was added 55 mg (0.217mmol) 3,4-dibromopyrrole-2,5-dione with stirring until a clear solution was observed. DIAD, 58.3 muL¡¤, was added to the cooled reaction mixture, which was stirred in the ice bath for an additional 10 minutes. The reaction mixture was stirred and allowed to reach room temperature over about 20 hours, then concentrated on a rotary evaporator until dry, giving a yellow viscous oil, which was absorbed onto about 1 g silica gel and dry-loaded onto a Reveleris normal phase chromatography unit. The oil was eluted over a 12 g silica gel cartridge with a methanokdichloromethane gradient from 1:0 to 9:1 over 28 column volumes. The fractions containing the desired product were pooled and concentrated to dryness. The purified product was suspended in 50:50 acetonitrile: water and lyophilized overnight to provide a clear light yellow viscous oil. By LC-MS analysis, the of ieri-butyl-protected carboxylic acid product had been partially deprotected during the work-up. To fully deprotect the material to the free acid, the lyophilized material was treated with 5% trifluoroacetic acid in dichloromethane, concentrated to dryness and lyophilized in acetonitrile: water (50:50) overnight., 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.

Reference£º
Patent; IGENICA, INC.; JACKSON, David, Y.; HA, Edward; WO2013/85925; (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

General procedure: A mixture of 8.68 g (0.04 mol) of acid 1a, 9.52 g (0.08 mol) of thionyl chloride, 5 drops ofDMF, and 150 mL of benzene was heated for 2 h underreflux. The slightly turbid solution was filtered whilehot through a folded filter paper, and the light yellow filtrate was evaporated under reduced pressure (waterjetpump) on heating on a water bath. Yield 8.03 g(85%), 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.

Reference£º
Article; Kolyamshin; Kuz’min; Ignat’ev; Rogozhina; Kol’tsov; Russian Journal of Organic Chemistry; vol. 51; 6; (2015); p. 901 – 902; Zh. Org. Khim.; vol. 51; 6; (2015); p. 917 – 918,2;,
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

[00247] Acetoxyoxaliplatin(4-acetylphenyl)carbamate was first synthesized using acetoxy(hydroxyl)oxaliplatin (243 mg, 0.51 mmol, 1 .00 equiv) and 4- acetylphenylisocyanate (124 mg, 0.77 mmol, 1 .50 equiv) dissolved in DMF (0.1 M, 5 mL). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and impregnated on silica gel. The crude product was purified by normal phase chromatography using silica gel column (40 g) eluted with 5-20% MeOH / CH2CI2 gradient over 15 minutes. Pure fractions were combined and concentrated under vacuum to provide the product as a yellow solid (241 mg, 74%, 83% pure). HPLC-MS 83.1 %, m/z for CigHzsNsOgPt +H)+] = 635.2. 16 [00248] Synthesis of acetate 4-(1-(2-(6-(2,5-dioxo-2H-pyrrol-1(5H)- l)hexanoyl)hydrazono)ethyl) phenyl carbamate oxaliplatin: Acetoxyoxalplatin(4- acetylphenyl)carbamate (228 mg, 0.36 mmol, 1 .00 equiv) was dissolved in DMF (0.05 M, 7 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 – yl)hexanehydrazide TFA salt (158 mg, 0.47 mmol, 1 .30 equiv). The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated and the residue was triturated with acetonitrile to precipitate the product as a yellow powder. This powder was triturated first with isopropyl alcohol (iPrOH) and then with DCM to afford the desired product (70 mg, 23%, 93.5% pure). HPLC-MS 93.5%, m/z for CzgHssNeOu Pt [(M+H)+] = 842.3. 1 H NMR (500 MHz, DMF-d7) 5 10.34-10.15 (m, 1 H), 9.91 -9.66 (m, 1 H), 9.37-9.24 (m, 1 H), 8.88-8.66 (m, 2H), 8.59-8.48 (m, 1 H), 7.80-7.73 (m, 2H), 7.61 -7.53 (m, 2H), 7.04-6.98 (m, 2H), 3.50-3.43 (m, 2H), 3.14-3.02 (m, 1 H), 2.75-2.70 (m, 1 H), 2.43-2.25 (m, 6H), 2.01 -1 .92 (m, 3H), 1 .74-1 .53 (m, 9H), 1 .42-1 .24 (m, 4H)., 151038-94-7

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

Reference£º
Patent; BLEND THERAPEUTICS, INC.; MOREAU, Benoit; BILODEAU, Mark T.; WHALEN, Kerry; MEETZE, Kristan; SINGH, Sukhjeet; WOOSTER, Richard; LEMELIN, Charles-Andre; (139 pag.)WO2015/200250; (2015); 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

General procedure: (Indolin-3-yl)ethanole 2a (1.700 g, 10.4 mmol) and Et(iPr)2N(3.5 mL, 20 mmol) were added to solution of 3,4-dibrommalemide 1 (2.540 g, 10 mmol) in dry DMF (5 mL). The reaction mixture was left to stir overnight at 50 C. The cooled to rt reaction mixture was diluted with EtOAc (100 mL), washed with water (200 mL), brine (50 mL), dried, and evaporated. The residue was chromatographed (33.3% EtOAc/petroleum ether) to give 4a as a red amorphous solid (2.642 g, 7.8 mmol, 80%), 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.

Reference£º
Article; Simonov, Alexander Y.; Bykov, Evgeny E.; Lakatosh, Sergey A.; Luzikov, Yury N.; Korolev, Alexander M.; Reznikova, Marina I.; Preobrazhenskaya, Maria N.; Tetrahedron; vol. 70; 3; (2014); p. 625 – 630;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem