Category: 14490-19-8

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14490-19-8, name is 1,4-Dichloropyrido[3,4-d]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3Cl2N3

To a round bottomed flask were added tert-butyl piperidin-4-ylmethylcarbamate (0.29mL, 55mmol)1 ,4-dichloropyrido[3,4-d]pyridazine (1 3.48mL, 5Ommol) , N,N-diisopropylethylamine (26mL,1 5Ommol) , NMP (50mL) and heated to 100C for 1 hour. The reaction was diluted with EtOAc andwashed with water (5×1 OOmL). The organic layer was dried over sodium sulphate, filtered andconcentrated in vacuo. The resulting residue was purified by silica flash chromatography using 30%EtOAc in heptane using a slow isocratic elution and concentrated in vacuo to afford the majorregioisomer tert-butyl N-[1 -(1 -chloropyrido[3,4-d]pyridazin-4-yl)-4-piperidyl]-N-methyl-carbamate(1 .lg, 2.9mmol, 5.8%, 98% purity). Further mixed fractions of lower purity were also obtained.1H NMR (400MHz, ODd3) s/ppm: 9.46 (s, 1 H), 9.03 (d, J5.6Hz, 1 H), 7.94 (d, J5.6Hz, 1 H), 4.33(m(br), 1H), 4.22-4.12 (m(br), 2H), 3.29 (t, J12.5Hz, 2H), 2.83 (s, 3H), 2.11-1.97 (m, 2H), 1.90-1.81(m, 2H), 1.50 (s, 9H).MS Method 2: RT: 1 .73mm. m/z 378.9[M÷H]

According to the analysis of related databases, 14490-19-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; BHAMRA, Inder; MCCARROLL, Andrew; WO2014/191737; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14490-19-8 as follows. category: chlorides-buliding-blocks

A pressure vessel was charged with l,4-dichloropyrido[4,3-d]pyridazine (prepared according to the procedures in WO2009/035568A1) (66 mg, 0.33 mmol, 1.0 eq.), 3-trifluoromethyl aniline (0.05 mL, 0.39 mmol, 1.2 eq.) and l-methyl-2-pyrrolidinone (0.1 mL). The reaction was sealed and was heated to 105 C for 1 h. Analysis showed mono- addition as the major product with a minor amount of bis-addition product. Regioisomeric mono-addition products were not observed. The reaction was then cooled to room temperature and was diluted with water and saturated sodium bicarbonate solution. The mixture was extracted with ethyl acetate (2X). The combined organic layer was dried with sodium sulfate, was filtered and was concentrated to give the crude product. The product was purified by column chromatography (eluted with hexanes:ethyl acetate = 4: 1 to 1 : 1) to afford l-chloro-N-(3- (trifluoromethyl)phenyl)pyrido[4,3-d]pyridazin-4-amine (41 mg, 38% yield). MS (EI) for C14H8CIF3 4: 325 (MH+), Chlorine isotope pattern.

According to the analysis of related databases, 14490-19-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A.; WO2012/37132; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

14490-19-8, name is 1,4-Dichloropyrido[3,4-d]pyridazine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 14490-19-8

To l,4-dichloropyrido[3,4-d]pyridazine 3 (4.80 g, 24.0 mmol) and Hnig’sBase (14.7 ml, 84.0 mmol) in NMP (10 ml) was added (2R,5S)-2,5-dimethylpiperazine (4.1 1 g, 36.0 mmol). The reaction was stirred at 100C. After 2 h, the reaction contents were poured into saturated sodium bicarbonate (10x volume) and extracted with dichloromethane (4 x 50 mL). Silica gel chromatography (gradient 0 to 2.5% MeOH in 30% EtOAc in CH2Cl2 with 2.5% TEA additive) provided 1.4 g of l-chloro-4-(rac-2,5-trans-dimethylpiperazin-l-yl)pyrido[3,4- d]pyridazine 43. 1H NMR (500 MHz, CDC13) delta ppm 9.66 (s, 1 H) 9.08 (d, J=5.6 Hz, 1 H) 7.97 (d, J=5.6 Hz, 1 H) 3.77 (tdd, J=I 1.8, 5.9, 3.4 Hz, 1 H) 3.43 (dd, J=12.1, 2.6 Hz, 1 H) 3.17 – 3.32 (m, 2 H) 2.91 (dd, J= 10.5, 2.0 Hz, 1 H) 2.74 (dd, J=I 1.7, 10.3 Hz, 1 H) 1.13 (d, J=6.1 Hz, 3 H) 1.12 (d, J=6.6 Hz, 3 H).

The synthetic route of 14490-19-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/35568; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14490-19-8, name is 1,4-Dichloropyrido[3,4-d]pyridazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,4-Dichloropyrido[3,4-d]pyridazine

To a 50ml round bottomed flask were added 1 ,4-dichloropyrido[3,4-d]pyridazine (200mg, 1 mmol), potassium carbonate (0.37mL, 2mmol), 2,2,2-trifluoro-N-[[4-fluoro-2-(trifluoromethyl)phenyl]methyl]- N-(4-piperidyl)acetamide (409mg, 1 .1 mmol), NMP (3.OmL) and the reaction was refluxed at 10000overnight. The reaction was cooled and diluted with ethyl acetate. The organic layer was washed with water (5x2OmL). The organic layer was dried (MgSO4) and concentrated in vacuo to afford N- [1 -(1 -chloropyrido[3,4-d]pyridazin-4-yl)-4-piperidyl]-2,2,2-trifluoro-N-[[4-fluoro-2- (trifluoromethyl)phenyl]methyl]acetamide (480mg, 0.9Ommol, 90%) which was used without further purification. MS Method 2: RT: 1 .94mm, m/z 536.2/538.2 [M¡ÂH]

The synthetic route of 14490-19-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA LIMITED; ARMER, Richard; BINGHAM, Matilda; BHAMRA, Inder; MCCARROLL, Andrew; WO2014/191737; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics