Tag: M.W:100-200

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Catalysis based on C-I···π halogen bonds: electrophilic activation of 2-alkenylindoles by cationic halogen-bond donors for [4+2] cycloadditions, published in 2019, which mentions a compound: 21778-81-4, mainly applied to alkenylindole iodoimidazolium triflate catalyst diastereoselective cycloaddition; indolyl tetrahydrocarbazole preparation; cycloaddition; density-functional calculations; halogen bonding; heterocycles; noncovalent bonds, Related Products of 21778-81-4.

Homo- and cross-[4+2] cycloadditions of 2-alkenylindoles catalyzed by cationic halogen-bond donors were developed. Under mild reaction conditions, 3-indolyl-substituted tetrahydrocarbazole derivatives were obtained in good to excellent yields. Exptl. and quantum calculation studies revealed that the electrophilic activation of 2-alkenylindoles was achieved by C-I···π halogen bonds.

Here is a brief introduction to this compound(21778-81-4)Related Products of 21778-81-4, if you want to know about other compounds related to this compound(21778-81-4), you can read my other articles.

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Highly Enantioselective Synthesis of Tetrahydro-β-Carbolines and Tetrahydro-γ-Carbolines Via Pd-Catalyzed Intramolecular Allylic Alkylation.COA of Formula: C10H9NO2.

(2-Indolylmethylamino) or (3-indolylmethylamino)butadienyl carbonates such as I and a (pyrrolylmethylamino)butadienyl carbonate undergo enantioselective intramol. allylic alkylation reactions in the presence of tris(dibenzylideneacetone)palladium and nonracemic (diphenylphosphinobenzoyl)diamines such as II to yield nonracemic tetrahydro-β-carbolines, tetrahydro-γ-carbolines, and a pyrrolopyridine such as III (R = PhCH2) and IV (R = PhCH2) in 82-97% ee. (indolylmethylamino)butadienyl or (pyrrolylmethylamino)butadienyl carbonates such as I are prepared from indolecarboxaldehydes by imine formation and reduction, alkylation of the amines with bromobutenoate esters (or a bromobutenal), reduction of the ester or aldehyde with diisobutylaluminum hydride, and acylation with Me chlorocarbonate. A variety of ligands for the cyclocondensation are tried; diphenylphosphinobenzamides such as II give carbolines with the highest regioselectivities and enantioselectivities of the ligands tried. (indolylmethylamino)butadienyl carbonates substituted either on the indole or the butenyl moieties yield carbolines with similar enantio- and regioselectivities. An (E)-3-indolylmethylaminobutenol carbonate undergoes regio- and enantioselective allylic alkylation to yield a γ-carboline in 90% yield and 93% yield, while intramol. allylic alkylation of the corresponding (Z)-3-indolylmethylaminobutenol carbonate yields the opposite enantiomer in 65% yield and in 5% ee. The absolute configuration of III (R = PhCH2) is determined by X-ray crystallog. anal. of a β-carboline (-)-camphorsulfonamide derived from its enantiomer [the minor stereoisomer generated in the allylic alkylation which yields III (R = PhCH2)].

Here is a brief introduction to this compound(21778-81-4)COA of Formula: C10H9NO2, if you want to know about other compounds related to this compound(21778-81-4), you can read my other articles.

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization: sustainable access to indole-2,3-fused diazocanes.

An unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodol. featured high step- and atom-economy, was redox-neutral and metal-free, and occurred at room temperature It opened a new window for the application of hydride transfer chem. in constructing medium-sized ring structures.

Here is a brief introduction to this compound(21778-81-4)Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde, if you want to know about other compounds related to this compound(21778-81-4), you can read my other articles.

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33097-39-1,3,6-Difluoropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,6-difluoropyridazine (60.3 mmol) and 25 mL of ammonia was added to the tube and the reaction was allowed to proceed at 70 C for 2 hours. After cooling, the resulting precipitate was collected by filtration, washed with water and dried to give 4.28 g of the title compound., 33097-39-1

The synthetic route of 33097-39-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHIA TAI TIANQING (CTTQ) Pharmaceutical Co., Ltd.; Jiao, Dengming; Liang, Zhi; Hu, Yuandong; Hu, Quan; Zhang, Qinghui; Han, YongXin; Wang, Huan; Peng, Yong; Kong, Fansheng; Luo, Hong; (49 pag.)CN103130791; (2016); B;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1632-74-2, 3,6-Dimethylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 17 4-(1-chloromethyl-1-methylethyl)-3,6-dimethylpyridazine A 23.9 g. portion of 2,2-dimethyl-1,3-propanediol, 88 ml. of water, 11.3 g. of 3,6-dimethylpyridazine, 3.6 g. of silver nitrate and 12.3 g. of concentrated sulfuric acid were combined at ambient temperature, and to the mixture was added 41.8 g. of ammonium persulfate dissolved in 68 ml. of water. The addition was dropwise over a period of only 15 minutes. The reaction temperature rose to 75, and the mixture was stirred at that temperature for 30 minutes. The reaction mixture was then worked up substantially as described in the examples above to obtain 1.2 g. of 4-(1-hydroxymethyl-1-methylethyl)-3,6-dimethylpyridazine.

1632-74-2, 1632-74-2 3,6-Dimethylpyridazine 527031, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US4791110; (1988); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33097-39-1,3,6-Difluoropyridazine,as a common compound, the synthetic route is as follows.

Example 24 A mixture of 2.7 parts of 3,6-difluoropyridazine, 4.6 parts of 1-[3-(trifluoromethyl)phenyl]piperazine, 3.2 parts of sodium carbonate and 90 parts of N,N-dimethylformamide was stirred overnight at 60 C. The reaction mixture was poured 1nto water. The product was filtered off, washed with water and crystallized from 2-propanol, yielding 3 parts (46%) of 3-fluoro-6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]pyridazine; mp. 131.5 C. (compound 24).

33097-39-1, The synthetic route of 33097-39-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Pharmaceutica N.V.; US5001125; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

33097-39-1, 3,6-Difluoropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6. The starting material may be prepared as follows: 3,6-difluoropyridazine was mixed with a solution of ammonia (10 equivalents) in ethanol, and heated in a sealed tube for 3 hours at 80-85 C. The solvent was evaporated and 6-amino-3-fluoropyridazine was extracted from the residue with EtOAc in a Soxhlet apparatus for 3.5 hours.

33097-39-1, As the paragraph descriping shows that 33097-39-1 is playing an increasingly important role.

Reference：
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108784-42-5,6-Fluoropyridazin-3-amine,as a common compound, the synthetic route is as follows.

9. The starting material may be prepared as follows: 6-amino-3-fluoropyridazine (2.5 mmoles; Footnote 6), and 2 ml of allyl bromide in the minimum of nitromethane were heated to 60 C. for 3 hours. Evaporation of the solvent, washing of the residue with ether and drying under vacuum over P2 O5 gave 1-allyl-6-amino-3-fluoropyridazinium bromide., 108784-42-5

The synthetic route of 108784-42-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a glass lined reactor were charged toluene (0.26 Kg), sulfolane (3.4 Kg), compound 1 (1.0 Kg) and POCh (2.7 Kg). The crude was cooled to 0 C. Triethylamine (0.89 Kg) was charged, and the resulting crude mixture was heated to 65 C and aged till reaction reached completion. The reaction mass was cooled to 5 C. (0162) In a separate reactor, water (7.5 Kg) was charged and cooled to 5 C. The reaction mass was added slowly to the water solution, maintaining the internal temperature below 5 C. Additional water (0.5 Kg) was used to rinse the reactor and aid the transfer. The resulting mixture was agitated at 5 C for 3 hours, then extracted with MTBE three times (3 x 4.5 Kg). The combined organic layers were washed sequentially with aq pH 7 buffer solution (5.0 L/Kg, 15 wt% KH2PO4/K2HPO4) and water (2.5 Kg). The crude was distilled under vacuum until total volume became approximately 3 L/Kg. ACN (2 x 6.3 Kg) was added followed by additional distillations back to ~3 L/Kg. The crude was cooled to 20 C to afford Compound 2 as a 30-36 wt% solution in 90-95% yield

1352925-63-3, 1352925-63-3 Ethyl 4,6-dihydroxypyridazine-3-carboxylate 69007765, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHEN, Ke; DEERBERG, Joerg; LIN, Dong; DUMMELDINGER, Michael; INANKUR, Bahar; KOLOTUCHIN, Sergei V.; LI, Jun; ROGERS, Amanda J.; ROSSO, Victor W.; SIMMONS, Eric M.; SOUMEILLANT, Maxime C. D.; TREITLER, Daniel S.; WANG, Jianji; ZHENG, Bin; SMITH, Michael J.; STROTMAN, Neil A.; TYMONKO, Steven; BENKOVICS, Tamas; (43 pag.)WO2018/183649; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-93-3,3,6-Dichloropyridazine-4-carbonitrile,as a common compound, the synthetic route is as follows.

[C] 5-Chloro-1H-pyrazolo [3 4-c] pyridazin-3-amine[0183][0184]To a stirred solution of 3 6-dichloropyridazine-4-carbonitrile (63 g 0.362 mol) in ethanol (700 mL) was added hydrazine hydrate (54.3 g 1.086 mol) andthe reaction mixture was stirred at 78 for 4 h. After the solvent was removed under reduced pressure the residue was diluted with water (50 mL) . The solution was filtered and the filter cake was washed with water (50 mL) and petroleum ether (100 mL) . The solid was collected to afford the title compound (25 g 73yield) as a yellow solid.1H NMR (400 MHz DMSO-d6) delta 8.24 (s 1H) 8.42-8.35 (m 1H) 6.09 (s 2H) .

35857-93-3, 35857-93-3 3,6-Dichloropyridazine-4-carbonitrile 12370915, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; CUMMING, John Graham; LIU, Yongfu; WU, Jun; WANG, Lisha; SHEN, Hong; SHI, Tianlai; (90 pag.)WO2017/133665; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem