Tag: 55750-48-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

(Z)-methyl 4-(3-(4-amino-3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-4-oxobut-2-enoylcarbamate Procedure: Methyl 2,5-dioxo-2H-pyrrole-1(5H)-carboxylate (17 mg, 0.11 mmol, 1.1 eq.) and sodium bicarbonate (17 mg, 0.2 mmol, 2.0 eq.) were added to a solution of 3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (48 mg, 0.1 mmol, 1.0 eq.) in 1,4-dioxane/water (3 mL/1 mL) at 0 C. The reaction was stirred at 20 C. for 2 hours, diluted with water (5 mL), and extracted with ethyl acetate (10 mL*3). The combined organic phases were dried over anhydrous sodium sulfate, and concentrated to give the crude product, which was purified by thin layer chromatography (developer: petroleum ether:ethyl acetate=1:3) to afford the title compound (40 mg, yield: 67%).

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Zhejiang DTRM Biopharma Co. Ltd.; He, Wei; (167 pag.)US2016/200730; (2016); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of S7 (53 mg, 0.082 mmol) in a saturated solution of NaHCO3 (3.5 mL) was added finely ground N-methoxycarbonylmaleimide (105 mg, 0.677 mmol) under vigorous stirring. After 30 min at 0 C., the mixture was diluted with THF (3.5 mL) and warmed to room temperature. After 1 h, the mixture was acidified to pH 1-2 with an aqueous solution of 1.0 M H2SO4 and extracted with EtOAc (2¡Á20 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated. Purification by normal phase chromatography (90:10:0.6:0.6 CH2Cl2:MeOH:AcOH:H2O) gave S8 (42 mg, 71%) as a yellow solid. Data for S8: Rf 0.20 (90:10:0.6:0.6 CH2Cl2:MeOH:AcOH:H2O); mp>230 C. dec; [alpha]D=-14.0 (c 0.1, in MeOH); UV lambdamax (MeOH): 365 nm; IR: 3249, 3186, 2928, 1753, 1708, 1687, 1651, 1520 cm-1; 1H NMR (DMSO-d6, 500 MHz) delta 10.61 (s, 1H), 10.31 (s, 1H), 8.19 (m, 1H), 7.84 (d, 4H, J=9 Hz), 7.79 (d, 2H, J=9 Hz), 7.75 (d, 2H, J=9 Hz), 7.16 (s, 2H), 7.10 (d, 2H, J=8 Hz), 4.32 (s, 2H), 3.82 (m, 1H), 3.64 (s, 2H), 2.35 (m, 1H), 2.15 (m, 2H), 1.93 (m, 1H), 1.59 (m, 1H), 1.49 (m, 3H), 1.42 (m, 1H), 1.36 (s, 9H); 13C NMR (DMSO-d6, 125 MHz) delta 176.1, 174.2, 172.5, 170.7, 168.4, 166.6, 155.7, 147.9, 147.6, 141.7, 141.1, 135.0, 123.5, 123.4, 119.5, 119.3, 78.0, 52.4, 42.8, 41.4, 40.5, 45.0, 32.8, 32.1, 28.2, 22.9; LRMS (ESI)- Calc for C34H38N7O11 (M-H)-: 720.3. Found: 720.3.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; The Regents of the University of California; Isacoff, Ehud Y.; Kramer, Richard H.; Trauner, Dirk; Banghart, Matthew R.; Volgraf, Matthew; Langa, Pablo Ignacio Gorostiza; Borges, Katharine; US9097707; (2015); B2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12 mg (14 mumol) of N-(3-aminopropyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-3-methoxy-1-{(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-{[(1S,2R)-1-(1,2-oxazinan-2-ylcarbonyl)-2-phenylcyclopropyl]amino}-3-oxopropyl]pyrrolidin-1-yl}-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide (Intermediate 66) were taken up in 750 mul of dioxane and admixed with 1.5 ml of saturated sodium hydrogencarbonate solution and then with 3.2 mg (21 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, 4.2 mg (32% of theory) of the title compound were obtained. [2044] HPLC (Method 5): Rt=1.7 min; [2045] LC-MS (Method 1): Rt=0.94 min; MS (ESIpos): m/z=950 (M+H)+.

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various.

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.55750-48-6,Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound 42 (160 mg, 0.17 mmol, 1 eq.) was dissolved in a mixture of THF (5 ml) and a saturated NaHC03solution (1 ml), cooled to 0C in an ice bath and maleimide- carbamate 22 (26 mg, 0.17 mmol, 1 eq.) was added. The mixture was stirred for 30 min. Then, Na2C03(1 M in H20) (169 mu, 0.17 mmol, 1 eq.) was added and stirred for an additional 45 min. Then, H20 was added to the mixture, extracted twice with EtOAc and dried on MgS04. The solution was filtered and concentrated in vacuo followed by purification of the crude product by silica gel column chromatography (DCM/MeOH, 1:0 to 95:5 v/v) to yield compound 43 (100 mg, 0.10 mmol, 58%) as a white waxy solid.1H NMR (DMSO-d6, 400 MHz): delta = 1.31-1.45 (9H, m, CH3,Boc), 2.76-2.95 (6H, m, ArCH3, NCH3), 3.41 (3H, s, OCH3), 3.40-3.79 (21H, m, CHC1, NCH2, OCH2), 3.79-3.85(1H, m, CHC1), 4.46 (1H, t, HI), 4.63-4.70 (1H, m, H2), 5.16-5.21 (1H, m, H2), 5.30 (2H, s, OCH20), 6.99 (2H, d, HC=CH), 7.11-7.27 (4H, d, H3″), 7.32-7.43 (2H, m, H7, H8), 7.56- 7.60 (1H, m, H8′), 7.68-7.84 (2H, m, H6, H7′), 7.99 (2H, d, H2″), 8.35 (1H, br s, H4), 8.69 (1H, s, H3′), 9.47 (1H, s, H5′), 10.31 (1H, s, Ar-NHC(O)-Ar).13C NMR (DMSO-d6, 100 MHz): delta = 22.9 (Ar-CH3), 28.5, 28.6 (CH3, Boc), 34.5(NCH3), 37.2, 37.3 ((C=0)2N H2CH2), 44.7 (CI), 45.5, 46.0, 46.4, 47.5 (NCH2), 47.9 (CH2C1), 55.1 (C2), 56.3 (OCH3), 67.4, 67.4, 68.5, 69.1, 69.9, 69.9, 70.2, 70.2, 70.3,70.4 (OCH2), 79.1, 79.1 (CBoc), 94.2 (OCH20), 111.0, 111.1 (C4), 116.2 (C3″), 117.8 (C5′), 118.0 (C7), 119.5 (C3′), 121.2, 121.3 (C6), 122.8 (C9b), 123.6 (C8′), 125.1 (C7), 126.3 (C5a), 127.8 (C6′), 127.9 (CI”), 130.1 (C2″), 130.3 (C9a), 131.0 (C8), 133.5 (C9), 135.0 (HC=CH), 141.0 (C2′), 141.9 (C8a’), 142.4 (C3a), 148.5, 148.6 (Ar-OC(O)N), 154.3 (C5), 155.2, 155.5MS (ESI) m z; calculated: 1026.40 [M+H]+, found: 1026.59 [M+H]+

55750-48-6 Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 580610, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; SYNTHON BIOPHARMACEUTICALS B.V.; ELGERSMA, Ronald Christiaan; HUIJBREGTS, Tijl; COUMANS, Rudy Gerardus Elisabeth; (112 pag.)WO2018/69375; (2018); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 10 (CAS Reg. No. 73259-81-1, available from Chem-Impex, 50.0 mg, 0.245 mmol) was dissolved in 2 mL saturated sodium bicarbonate solution at RT. Compound 9 (CAS Reg. No. 55750-48-6, available from Sigma-Aldridge, 38.0 mg, 0.245 mmol) was added at 5 C. It took about 10 min for the suspension to become homogeneous and the reaction vessel was left in a freezer overnight. The mixture was acidified with 10% TFA and purified by preparative chromatography to give compound 7 (25.0 mg, 0.088 mmol, 35.9% yield) as a mixture of rotamers. MS: (+) m/z, 284.9 (M+l). For the major rotamer: NMR (400 MHz, METHANOL-di) delta ppm 1.38 (s, 9 H), 3.56 – 3.66 (m, 1 H), 3.69 – 3.80 (m, 1 H), 4.80 (dd, (0142) J=10.4, 4.3 Hz, 1 H), 6.87 (s, 2 H). Preparative chromatography conditions: Column: XBridge BEH Shield RP18 OBD Prep Column, 13thetaAlpha, 5 muiotaeta, 30 mm X 150 mm, 1/pkg [186002990], flow rate: 40 mL /min, 23 min gradient: 5-50%, acetonitrile (with 0.1% TFA)/ water (with 0.1% TFA). Fractions were collected at 20% acetonitrile in water.

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; CONG, Qiang; GANGWAR, Sanjeev; RANGAN, Vangipuram S.; SUNG, Mei-Chen; (36 pag.)WO2017/196598; (2017); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 301 (8.16 g, 35.0 mmol, 1.0 eq. ) and saturated NaHCO3(40 mL) was cooled to 0 , to which compound 409 (5.43 g, 35.0 mmol, 1.0 eq. ) was added in portions. After stirring at 0 for 1 h, the reaction was warmed to r.t. and stirred for 1 h. The reaction was extracted with DCM (3 ¡Á 100 mL) and the organic extract was washed with brine, dried over anhydrous Na2SO4, concentrated and purified by SiO2column chromatography to give a white solid (6.76 g, 62%yield) . MS ESI m/z calcd for C15H23NO6[M+H]+314.15, found 314.15.

As the paragraph descriping shows that 55750-48-6 is playing an increasingly important role.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO. LTD; ZHAO, Robert Yongxin; YANG, Qingliang; HUANG, Yuanyuan; ZHAO, Linyao; GAI, Shun; YE, Hangbo; LEI, Jun; XU, Yifang; CAO, Mingjun; GUO, Huihui; JIA, Junxiang; TONG, Qianqian; LI, Wenjun; ZHOU, Xiaomai; XIE, Hongsheng; BAI, Lu; CAI, Xiang; ZHUO, Xiaotao; ZHANG, Xiuzheng; ZHENG, Jun; (424 pag.)WO2019/127607; (2019); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

55750-48-6, Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : To a 100 mL round bottom flask was added 6-amino-1 -hexanol (1 .00g, 6.44 mmol) in saturated NaHC03aqueous solution (12.0 mL). The mixture was cooled at 0C, and N- methoxycarbonylmaleimide (0.750 g, 6.44 mmol) was added. The reaction mixture was stirred at 0C for 1 .5 hours. Then the reaction mixture was acidified at 0C with 2 M HCI to pH1 . The acidified reaction mixture was extracted with ethyl acetate (AcOEt). The organic layer was concentrated. The residue was dissolved in DCM, loaded onto a silica gel column, and eluted with MeOH/DCM (0-4%) to obtain 1 -(6-hydroxyhexyl)-1 H-pyrrole- 2,5-dione as white solid, MS m/z 198.2 (M+1 ).1H NMR (400 MHz, CDCI3): delta 6.68 (s, 2H), 3.63 (t, d = 6.4 Hz, 2H), 3.52 (t, d = 7.2 Hz, 2H), 1 .63-1 .52 (m, 4H), 1 .43-1 .28 (m, 4H).

The synthetic route of 55750-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; GEIERSTANGER, Bernhard; GRUNEWALD, Jan; OU, Weijia; UNO, Tetsuo; WAN, Yongqin; WANG, Xing; JIN, Yunho; WO2015/95301; (2015); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem