Category: 1207625-18-0

Reference of 1207625-18-0,Some common heterocyclic compound, 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, molecular formula is C6H4ClN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

ie f-Butyl 4-[4-(7/-/-pyrrolo[2,3-c]pyridazin-3-yl)-1 /-/-pyrazol-1 -yl]piperidine-1-carboxylateTo a well stirred suspension of 3-chloro-7/-/-pyrrolo[2,3-c]pyridazine (136 mg, 0.89 mmol), 4-[4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrazol-1-yl]-piperidine-1-carboxylic acid ie f-butyl ester (367 mg, 0.97 mmol, 1.1 eq), and cesium carbonate (526 mg, 1.62 mmol, 1.8 eq) in 20% aqueous dioxane (20 mL) was bubbled nitrogen for 15 min at room temperature. To the resulting mixture was added Pd(PPh3)4 (51 mg, 0.045 mmol), then the mixture was heated at 100 C for 16 h. The reaction mixture was cooled to RT and concentrated under reduced pressure. The residue was partitioned between water and DCM (30 mL each), and the aqueous layer was extracted with more methylene chloride (2×15 mL). The combined organic layers were washed with water (20 mL) followed by brine (10 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with 5 to 10% methanol in methylene chloride as eluent to yield the title compounds as off-white solid. 1H NMR (300 MHz, CDCI3): delta = 1.45 (s, 9H), 1 .81-2.35 (m, 4H), 2.78-3.05 (m, 4H), 4.12 (mc, 1 H), 6.62 (d, J = 3.3 Hz, 1 H), 7.62 (d, J = 3.3 Hz, 1 H), 7.93 (s, 1 H), 8.08 (s, 1 H), 8.20 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, its application will become more common.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1207625-18-0, 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. 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, This compound has unique chemical properties. The synthetic route is as follows.

3-(1 -Methyl-1 H-pyrazol-4-yl)-7/-/-pyrrolo[2,3-c]pyridazineThrough a well stirred suspension of 3-chloro-7/-/-pyrrolo[2,3-c]pyridazine (200 mg, 1.3 mmol), 1-methyl-4-[4-(4,4,5,5-tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1 H-pyrazole (324 mg, 1 .55 mmol, 1.2 eq) and cesium carbonate (848 mg, 2.6 mmol, 2 eq) in 20 % aqueous dioxane (40 mL) was bubbled N2 gas for 15 min. at room temp. To the resulting solution was then added Pd(PPh3)4 (72 mg, 0.06 mmol) and heated at 100 C for 13 h. The reaction mixture was cooled to RT and solvent was removed under reduced pressure. The residue was partitioned between DCM and water (50 mL each), and the aqueous layer was extracted with methylene chloride (3 x 100 mL). The combined organic layers were washed with water (20 mL) followed by brine (10 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield a brown solid, which was purified by column chromatography on silica gel using 5 to 10% MeOH in DCM as eluent to yield the title compound as brown solid. 1H NMR (300 MHz, CDCI3): delta = 4.01 (s, 3H), 6.52 (d, J = 3.3 Hz, 1 H), 7.71 (d, J = 3.3 Hz, 1 H), 7.88 (s, 1 H), 8.03 (s, 1 H), 8.09 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-7H-pyrrolo[2,3-c]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1207625-18-0, A common heterocyclic compound, 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, molecular formula is C6H4ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[D] B-bromo-3-chloro-7H-pyrrolo [2 3-c] pyridazine[0253][0254]To a stirred solution of 3-chloro-7H-pyrrolo [2 3-c] pyridazine (1.9 g 12.4 mmol) in DMF (15 mL) was added NBS (2.2 g 13 mmol) and the resulting reaction mixture was stirred at 30for 2 h. After cooling to room temperature the reaction mixture was diluted with water and extrated with EtOAc (20 mL three times) . The combined organics were washed with brine dried over anhydrous Na2SO4 filtered and concentrated in vacuo to give a crude product which was purified by silica gel flash chromatography (petroleum etherEtOAc 201 to 41) to afford the title compound (1.9 g 65.9yield) as a light yellow solid MS 234.1 [M+H]+.

The synthetic route of 1207625-18-0 has been constantly updated, and we look forward to future research findings.

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;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H4ClN3

General procedure: To a 15 mL round-bottomed flask were added a stir bar, 3-(5-aminopyrazin-2-yl)-6-cyclobutyl-2-fluorophenol (51 mg, 0.20 mmol), 4-trifluoromethylbenzyl bromide (52 mg, 0.22 mmol), powdered KOH (42 mg, 0.75 mmol) and DMSO (2.0 mL). The resultant mixture was stirred at room temperature for 22.5 hours before diluting with 100 mL EtOAc and washing with water (¡Á3). The organic layer was isolated, dried, filtered, and concentrated to dryness. The crude product was subjected to FCC to give the title compound as a pale-yellow solid (54 mg, 66%). The title compound was prepared in a manner similar to that described in Example 1 using (4-cyclobutyl-2-fluoro-3-methoxyphenyl)boronic acid and 3-chloro-7H-pyrrolo[2,3-c]pyridazine. MS (ESI): mass calcd. for C17H16FN3O, 297.13; m/z found, 298.1 [M+H]+. 1H NMR (500 MHz, CDCl3) delta 12.05 (s, 1H), 8.15 (d, J=2.2, 1H), 7.80 (d, J=3.4, 1H), 7.71 (m, 1H), 7.21 (d, J=8.1, 1H), 6.61 (d, J=3.4, 1H), 3.94 (d, J=1.2, 3H), 2.44-2.35 (m, 2H), 2.25-2.14 (m, 2H), 2.13-2.05 (m, 1H), 1.81 (d, J=7.1, 2H).

According to the analysis of related databases, 1207625-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics