Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73286-71-2,N-Boc-2-pyrroline,as a common compound, the synthetic route is as follows.,73286-71-2

Reference Example 2; tert-Butyl (3aR*,4R*,9bR*)-4-phenyl-2,3,3a,4,5,9b-, hexahydro-lH-pyrrolo[3,2-c]quinoline-l-carboxylate and tert-butyl (3aR*,4S*,9bR*)-4-phenyl-2,3,3a,4,5,9b- hexahydro-1H-pyrrolo[3,2-c(at)quinoline-1-carboxylate; Benzaldehyde (2.92 g, 28 mmol), aniline (2.56 g, 28 mmol), tert-butyl 2,3-dihydro-lH-pyrrole-l-carboxylate (3.4 g, 25 mmol) and Dy (OTf)3 g, 1.38 mmol) were stirred in acetonitrile (50 ml) at room temperature for 2 hrs. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (anhydrous MgS04), and the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography using silica gel (150 g), and eluted with hexane-ethyl acetate (4: 1, v/v). The title compound (3aR*,4R*,9bR*) (2.7 g, 31%) was obtained as an amorphous form from the first eluted fraction. (at)H-NMR (CDCl3)No.: 1.42-1.62 (10H, m), 2.08-2.28 (1H, m), 2.52-2.59 (lH, m) , 3.32-3.49 (2H, m) , 3.92 (lH, m) , 4.74 (lH, m), 5.36 (lH, dd, J=42.8,7.0 Hz), 6.58 (1H, d, J=8.1 Hz), 6.78 (lH, m), 6.98-7.13 (lH, m), 7.23-7.49 (5H, m) , 7.55-7.72 (lH, m) . LC/MS (ESI) m/z: 351 (MH(at)). The title compound (3aR*,4S*,9bR*) (4.0 g, 46%) was obtained as an amorphous form from the second eluted fraction. ? H-NMR (CDCl3) No.: 1.49 (9H, s), 2.03-2.13 (2H, m), 2.54- 2.64 (lH, m), 3.31-3.39 (lH, m), 3.50 (lH, br s), 4.21- 4.24 (lH, m), 4.35-4.38 (lH, m), 4.83 (lH, br s), 6.57 (lH, d, J=7.6 Hz), 6.65-6.79 (lH, m), 7.05-7.34 (6H, m), 7.49 (lH, s). LC/MS (ESI) m/z: 351 (MH(at)).

The synthetic route of 73286-71-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

7544-75-4, 3,4-Dihydro-2H-pyrrol-5-amine hydrochloride is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7544-75-4, 2-Phenyl-6,7-dihydro-5H-pyrrolo[1, 2-a] imidazole; Combine 2-iminopyrrolidine hydrochloride (6. 98 g, 57. 8 mmol) (Callahan, et al., (at) J. Med. Chem. 45, 999-1001 (2002)), 2-bromoacetophenone (3. 8 g, 19. 3 mmol), and sodium carbonate (8. 2 g, 77. 2 mmol) in dry dimethylformamide (25 mL). Heat at 80C for 18 hours. Cool to room temperature, add water (60 mL), and extract with ethyl acetate (3 x 100 mL). Concentrate the combined organic layers under reduced pressure. Dilute the residue with diethyl ether (100 mL), wash with cold water (3 x 80 mL), and concentrate under reduced pressure to provide the desired compound as a white solid (3. 2 g, 89 %). MS (ES) : m/z = 185. 1 (M++H)

The synthetic route of 7544-75-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/80380; (2005); 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%).

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; SPIROGEN SARL; ADC THERAPEUTICS SARL; HOWARD, Philip Wilson; VAN BERKEL, Patricius, Hendrikus, Cornelis; WO2015/52535; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

766-36-9,766-36-9, 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

3-Ethyl-4-methyl-3-pyrrolin-2-one (300mg , 2.4mM), 2-Bromo-4-trifluoromethylpyridine (452 mg,2.0 mM), tris(dibenzylideneacetone)dipalladium (0) (37 mg, 0.04mM), xantphos (173 mg, 0.3mM) and caesium carbonate (978 mg, 3 mM) were dissolved in dioxane (5 mL), and heated in asealed vessel under nitrogen at 100 ¡ãC for 30 minutes in a microwave. The mixture was allowedto cool to ambient temperature, partitioned between water (30 mL) and ethyl acetate (30 mL). The aqueous phase was extracted with further ethyl acetate (2 x 20 mL). The ethyl acetate extracts were combined, washed with water (30 mL), dried over magnesium sulfate, filtered and evaporated to give N-(4-trifluoromethylpyrid in-2-yl )-3-m ethyl-4-ethyl-5-oxo-2 ,5-d ihyd ropyrrole asa yellow oil. This was purified by chromatography on silica to give 490 mg of a yellow oil that crystallised1H NMR (CDCI3), 8.80 (d, 1H), 8.45 (d, 1H), 7.19 (dd, 1H), 4.45 (s, 2h), 2.35 (q, 2H), 2.10 (s, 3H), 1.13 (t, 3H).

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

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; MORRIS, James Alan; HENNESSY, Alan Joseph; BOEHMER, Jutta Elisabeth; (99 pag.)WO2016/71360; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

2973-17-3, 1-Allyl-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of 2.5 mmol of 3-N-methylcytisine 2 and 12.5 mmol of N-substituted maleimide in 10 ml of toluene was refluxed under AP until the starting reactant disappeared (TLC monitoring). Then the solvent was evaporated in vacuo. The crude product was chromatographed on SiO2 with a mixture of CHCl3 and CH3OH as the eluent to afford a-adduct and b-adduct. (3aS,4R,8S,12S,12aR,12bS)-2-allyl-10-methyloctahydro-1H- 4,12a-etheno-8,12-methanopyrrolo[3?,4′:3,4]pyrido[1,2-a][1,5] diazocine-1,3,5(4H)-trione 19a and 1(3aR,4S,8S,12S,12aS,12bR)-2- allyl-10-methyloctahydro-1H-4,12a-etheno-8,12-methanopyrrolo [3?,4′:3,4]pyrido[1,2-a][1,5]diazocine-1,3,5(4H)-trione 19b. Compounds 19a (0.146 g) and 19b (0.122 g) were obtained from 0.2 g of 2 (1 mmol) and 0.68 g of 8 (5 mmol) in a 80% total yield. 19a: White crystals, m.p. 148-150 C (EtOAc), [a]20D = 11.0 (c 1.6, CHCl3). 13C NMR (CDCl3, d, ppm): 25.55 (C15); 26.76 (C8); 33.69 (C12); 40.99 (C10); 41.62 (C3a); 45.17 (C4); 46.56 (C100); 47.35 (C12b); 47.54 (C7); 58.11 (C11); 62.28 (C9); 63.71 (C12a); 118.58 (C30); 130.06 (C14); 130.27 (C20); 139.83 (C13); 172.56 (C5); 174.91 (C1); 175.40 (C3). 15N NMR (CDCl3, d, ppm): 124.94 (N6); 184.00 (N2). 1H NMR (CDCl3, d, ppm, J Hz): 1.72 (br.s, 2H, H-15); 2.16 (m, 1H, Hb-11); 2.17 (m, 1H, Hb-9); 2.20 (m, 1H, H-8); 2.23 (s, 3H, H-100); 2.49 (m, 1H, H-12); 2.80 (br.d, 1H, 2J = 11.5, Ha-9); 3.32 (dd, 1H, 2J = 13.2, 3J7b-8 = 7.1, Hb-7); 3.34 (dd, 1H, 3J3a-12b = 8.0, 3J3a-4 = 3.4, H-3a); 3.40 (br.d, 1H, 2J = 13.2, Ha-7); 3.67 (br.d, 1H, 2J = 12.3, Ha-11); 3.85 (d, 1H, 3J12b-3a = 8.0, H-12b); 3.89 (ddd, 1H, 3J4-14 = 6.0, 3J4-3a = 3.2, 4J4- 13= 1.4, H-4); 4.00 (dt, 2H, 3J1′-2′ = 6.0, 4J1′-3’A(3’B) = 1.6, H-1?); 5.16 (qd, 1H, 2J = 1.6, 3J3’A 2′ = 10.0, 4J3’A 1′ = 1.6, HA-3?); 5.19 (qd, 1H, 2J = 1.6, 3J3’B 2′ = 17.1, 4J3’B 1′ = 1.6, HB-3?); 5.67 (ddt, 1H, 3J2′-3’B = 17.1, 3J2′-3’A = 10.0, 3J2′-1′ = 6.0, H-2?); 6.22 (dd, 1H, 3J13-14 = 7.5, 4J13-4 = 1.4, H-13); 6.31 (dd, 1H, J14-13 = 7.5, J14-4 = 6.0, H-14).

2973-17-3, 2973-17-3 1-Allyl-1H-pyrrole-2,5-dione 18098, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Article; Tsypysheva, Inna; Koval’skaya, Alena; Petrova, Polina; Lobov, Alexander; Borisevich, Sophia; Tsypyshev, Dmitry; Fedorova, Victoria; Gorbunova, Elisaveta; Galochkina, Anastasia; Zarubaev, Vladimir; Tetrahedron; vol. 75; 21; (2019); p. 2933 – 2943;,
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, I eq) was added to asolution of 42 (203 mg, 0.146 mmol) and maleimide-PEG8 acid (87 mg, 0.146 mmol) inchloroform (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/I0% methanol] gave 43 as a pale yellow solid (205 mg, 72%). LC/MS: RT 5.75 mm; MS (ES+)m/z (relative intensity) 982.90 (100), 1963.70 (5)., 1334177-86-4

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; WO2015/52535; (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.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.

[00250] Acetoxycisplatin(4-acetylphenyl)carboxylate (178 mg, 0.341 mmol, 1 equiv) was dissolved in DMF (0.05 M, 6.8 mL) and treated with 6-(2,5-dioxo-2,5- dihydro-1 H-pyrrol-1 -yl)hexanehydrazide TFA salt (139 mg, 0.409 mmol, 1 .2 equiv). The reaction mixture was stirred at room temperature for 5 hours. MTBE was added to the reaction mixture until a suspension was obtained and a yellow solid was filtered to afford compound 17 (159 mg, 64%, 97% pure). 1H NMR (500 MHz, DMF-d7) delta 10.48 (s, 0.3H), 10.40 (s, 0.6H), 7.97-7.92 (m, 2H), 7.91 -7.86 (m, 2H), 7.24-6.77 (m, 6H), 7.02 (s, 2H), 3.50-3.44 (m, 2H), 2.77-2.72 (m, 1 .4H), 2.44-2.38 (m, 0.6H), 2.40 (s, 2H), 2.37 (s, 1 H), 1 .94 (s, 3H), 1 .73-1 .64 (m,2H), 1 .63-1 .54 (m, 2H), 1 .42-1 .29 (m, 2H); HPLC-MS 98%, m/z for CziHzgC NsOyPt [(M+H)+] = 730.2.

151038-94-7, 151038-94-7 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate 23509306, apyrrolines compound, is more and more widely used in various fields.

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

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

[0573] N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide (28 mg, 0.146 mmol, 1 eq) was added to a solution of 95 (203 mg, 0.146 mmol) and maleimide-PEGs 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 96 as a pale yellow solid (205 mg, 72%). LC/MS, System 1: RT 5.75 min; MS (ES+) m/z (relative intensity) 982.90 (100), 1963.70 (5)., 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; MEDIMMUNE LIMITED; LLOYD, Christopher O.; MARWOOD, Rose; HOWARD, Philip; HARPER, III, John W.; HOLLINGSWORTH, Robert; KAMAL, Adeela; DIMASI, Nazzareno; GAO, Changshou; TOADER, Dorin; WANG, Fengjiang; GINGIPALLI, Lakshmaiah; WO2015/155345; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

6913-92-4, 1-Benzyl-3-pyrroline is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6913-92-4, In a Biotage Initiator 2-5 mL vial, nitrone 1 (392 mg, 1.64 mmol) and N-benzyl-3-pyrroline 2 (314 mg, 1.97 mmol, 1.2 eq) were introduced. The vial was flushed with argon and 2.5 mL of anhydrous toluene was added (c = 0.66 mM). The vial was sealed with a septum cap and was sonicated for 20 s. The resulting mixture was irradiated by microwaves (temperature: 140 C). TLC monitoring (EtOAc) showed full conversion after 2 h. After the crude mixture was concentrated, the crude product was purified by flash silica gel column chromatography (EtOAc) to afford cycloadduct 3 (625 mg, 1.57 mmol, 96%) with no traces of other isomer. Monocrystals ofcompounds 3 were obtained from a saturated Et2O solution cooledin a freezer. Rf 0.48 (EtOAc). [a]D 40.4 (c 1.1, CH2Cl2). 1H NMR(400 MHz, CDCl3) d 7.37e7.20 (m, 5H, CH-ar), 4.59 (td,1H, J 7.0 Hz,J 3.0 Hz, H-4), 3.71e3.49 (m, 3H, NCH2Ph, H-6), 3.42 (dd, 1H,J 10.3 Hz, J 6.6 Hz, H-3), 2.78 (dd, 1H, J 10.3 Hz, J 3.0 Hz, H-5), 2.75e2.69 (m, 4H, NCH3, H-2), 2.65 (dd, 1H, J 9.4 Hz, J 3.7 Hz,H-20), 2.58 (dd, 1H, J 9.9 Hz, J 6.6 Hz, H-50), 2.14e2.08 (m, 1H, H-9), 2.00 (dtt, 1H, J 12.9 Hz, J 6.5 Hz, J 3.3 Hz, H-10), 1.90e1.78(m, 2H, H-11, H-12), 1.68e1.59 (m, 1H, H-120), 1.48 (dt, 1H,J 13.5 Hz, J 6.7 Hz, H-15), 1.38 (dd, 1H, J 12.1 Hz, J 3.2 Hz, H-13), 1.18 (t, 1H, J 12.3 Hz, H-90), 0.95e0.85 (m, 10H, H-11?, H-14, H-16). 13C NMR (100 MHz, CDCl3) d 172.8 (C]O), 138.9 (C-ar), 128.6(CH-ar), 128.3 (CH-ar), 127.1 (CH-ar), 88.0 (C-8), 79.6 (C-4), 71.9 (C-6), 59.6 (NCH2Ph), 59.4 (C-5), 59.3 (C-2), 49.1 (C-3), 48.2 (C-13), 41.0(C-9), 35.0 (C-11), 29.0 (C-10), 25.9 (NCH3), 24.5 (C-15), 24.2 (CH3),22.6 (C-12), 22.4 (CH3), 18.7 (CH3). HR-ESI-QToF MS (positivemode): m/z calcd for C24H36N3O2 [MH]: 398.2802, found:398.2806.

The synthetic route of 6913-92-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Cecioni, Samy; Aouadi, Kaiss; Guiard, Julie; Parrot, Sandrine; Strazielle, Nathalie; Blondel, Sandrine; Ghersi-Egea, Jean-Francois; Chapelle, Christian; Denoroy, Luc; Praly, Jean-Pierre; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 237 – 249;,
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.25021-08-3,2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

Trifluoroacetic acid/(2S)-2-amino-4-[{(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}(glycoloyl)amino]-N-{2-[(2-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]amino}ethyl)sulphonyl]ethyl}butanamide (1:1) The title compound was prepared from Intermediate L81 by coupling with Intermediate C58 in the presence of HATU and N,N-diisopropylethylamine. In the next step, the Z protective group was removed by hydrogenation over 10% palladium on activated carbon in DCM/methanol 1:1 at RT under hydrogen standard pressure for 30 min. The deprotected intermediate was then converted by coupling with (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid in the presence of HATU and N,N-diisopropylethylamine and finally by deprotection with zinc chloride into the title compound. LC-MS (Method 1): Rt=0.83 min; MS (ESIpos): m/z=785 (M+H)+.

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; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; WITTROCK, Sven; BERNDT, Sandra; GRITZAN, Uwe; FITTING, Jenny; STELTE-LUDWIG, Beatrix; JONES, Patrick; MAHLERT, Christoph; VOTSMEIER, Christian; SCHOeNFELD, Dorian; TRAUTWEIN, Mark; WEBER, Ernst; PAWLOWSKI, Nikolaus; GREVEN, Simone; GLUeCK, Julian Marius; HAMMER, Stefanie; DIETZ, Lisa; MAeRSCH, Stephan; (357 pag.)US2020/138970; (2020); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem