Category: 1239363-40-6

Electric Literature of 1239363-40-6,Some common heterocyclic compound, 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, molecular formula is C6H7IN2, 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.

To a solution of 1-cyclopropyl-4-iodo-1H-pyrazole Intermediate 4a (500 mg, 2.13 mmol) in 1,4-dioxane (10 mL) was added benzyl mercaptan (527 mg, 4.30 mmol), NNdiisopropylethylamine (554 g, 4.30 mmol), tris(dibenzylideneacetone)dipalladium (20mg, 0.020 mmol) and 9,9-dimethyl-4, 5-bis(diphenylphosphino)xanthene (23 mg, 0.040 mmol) under nitrogen atmosphere. After stirred at 110 C overnight, the reaction mixture was cooled down to room temperature and diluted with water (20 mL), extracted with ethyl acetate (20 mL) for three times. The combined organic layers were washed with brine (20 mL), dried over Na2SO4() and filtered. The filtrate wasconcentrated under reduced pressure to give a crude product, which was purified by silica gel column chromatography (petroleum ether : ethyl acetate = 10 : 1) to to afford the title compound (330 mg, 67 % yield) as colorless oil. LC-MS (ESI): RT = 2.358 mm, mass calcd. for C13H14N2S 230.1, mlz found 230.9 [M+H]. ?HNIVII{ (300 1VIHz, CDC13)7.32-7.17 (m, 4H), 7.13 -7.07 (m, 3H), 3.78 (s, 2H), 3.57-3.46 (m, 1H), 1.07-0.92 (m, 4H).

The synthetic route of 1239363-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; JOHNSON & JOHNSON (CHINA) INVESTMENT LTD.; WAN, Zhao-Kui; JIANG, Yimin; DAI, Xuedong; LIU, Qian; CHEUNG, Wing Shun; DENG, Gang; FU, Liqiang; (547 pag.)WO2019/1420; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, 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. Product Details of 1239363-40-6

Intermediate 10: To a stirred solution of Intermediate 1OA (460 mg, 1.965 mmol) in THF (5 mL) at 0 C was added iPrMgCl (1.08 1 mL, 2.162 mmol) quickly. After 30 mm, additional 0.15 eq of iPrMgCl was added and after 30 mm, the mixture was cooled to -78 C. N-Methoxy-N-methylacetamide (304 mg, 2.95 mmol) was added quickly andthe reaction was warmed to RT for 3h. The reaction mixture was concentrated in vacuo and diluted with EtOAc. The organic layer was washed with H20. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified to give Intermediate 10 (250mg, 1.665 mmol, 85% yield) as a clear liquid. LCMS Anal. Calc?d for C8H,0N20 150.8, found [M+H] 151.0.

The synthetic route of 1-Cyclopropyl-4-iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MENG, Wei; ZHAO, Guohua; WO2015/134701; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1239363-40-6,Some common heterocyclic compound, 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, molecular formula is C6H7IN2, 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.

To a solution of potassium phosphate tribasic (792 mg, 3.73 mmol) and l-cyclopropyl-4-iodo-lH- pyrazole (437 mg, 1.866 mmol) in DMSO (10 mL) were added intermediate 41.4 (530 mg, 1.244 mmol), Irans-N 1.N2-dimethylcycloheane- 1.2-diamine (35.4 mg, 0.249 mmol) and copper(I) iodide (237 mg, 1.244 mmol) at room temperature. The mixture was stirred for 36 h at 90C under N2 atmosphere. 16% NEL aqueous (20 mL) was added to the mixture and this mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine (20 mL), dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to give intermediate 41.5, 6-(l-(4-(benzyloxy)-3-methyltetrahydrofuran-3-yl)piperidin-4-yl)-5-chloro-l-(l-cyclopropyl- lH-pyrazol-4-yl)-lH-indazole. MS (ESI) m/z calc?d for C30H35CIN5O2 [M+H] + 532 found 532.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Cyclopropyl-4-iodo-1H-pyrazole, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SIMOV, Vladimir; KAPLAN, William, P.; ACTON, John, J., III; ARDOLINO, Michael, J.; CHEN, Joanna, L.; FULLER, Peter, H.; GUNAYDIN, Hakan; LI, Derun; LIU, Ping; LOGAN, Kaitlyn Marie; METHOT, Joey; MORRIELLO, Gregori, J.; NEELAMKAVIL, Santhosh, F.; TORRES, Luis; YAN, Xin; ZHOU, Hua; (0 pag.)WO2020/92136; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1239363-40-6, The chemical industry reduces the impact on the environment during synthesis 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Into a dry microwave vial with stir bar was added intermediate 15.2 (200 mg, 0.625 mmol), potassium phosphate tribasic (398 mg, 1.876 mmol), (Irans)-N 1 N2-dimethylcyclohe xane-l, 2-diamine (44.5 mg, 0.313 mmol), l-cyclopropyl-4-iodo-lH-pyraz ole (293 mg, 1.251 mmol), and copper(I) iodide (35.7 mg, 0.188 mmol). The vial was sealed and purged with nitrogen. Then, DMSO (3.5 mL) was added and the solution was heated to 80C overnight. The next day, the crude material was filtered through a plug of Celite (diatomaceous earth) using EtOAc. The filtrate was concentrated and purified by reverse phase prep-HPLC (Method A) to afford intermediate 15.3, (R and S)-5-chloro-l-(l -cyclopropyl- lH-pyrazol-4-yl)-6- (l-(3-methyltetrahydrofuran-3-yl)piperidin-4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C23H28CIN5O [M+H]+ 426, found 426.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Cyclopropyl-4-iodo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SIMOV, Vladimir; KAPLAN, William, P.; ACTON, John, J., III; ARDOLINO, Michael, J.; CHEN, Joanna, L.; FULLER, Peter, H.; GUNAYDIN, Hakan; LI, Derun; LIU, Ping; LOGAN, Kaitlyn Marie; METHOT, Joey; MORRIELLO, Gregori, J.; NEELAMKAVIL, Santhosh, F.; TORRES, Luis; YAN, Xin; ZHOU, Hua; (0 pag.)WO2020/92136; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 1239363-40-6, name is 1-Cyclopropyl-4-iodo-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Cyclopropyl-4-iodo-1H-pyrazole

Step 2 In a flask 1-cyclopropyl-4-iodo-1H-pyrazole (405 mg, 1.73 mmol) was dissolved in THF (8.0 mL) and the solution cooled to 0 C. Isopropylmagnesium chloride (2.0 M in THF, 1.04 mL, 2.08 mmol) was added dropwise and the mixture stirred at 0 C. for 45 min, after which 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.53 mL, 2.60 mmol) was added and the mixture allowed to warm to room temperature over 1 h. The mixture was quenched with 50% sat aqueous NH4Cl and extracted with EtOAc. The organic extract was washed with sat. NaCl, dried over MgSO4 and the solution was concentrated. The residue was purified by SiO2 chromatography (20-50% EtOAc/heptane) to afford 405 mg (83%) of 1-cyclopropyl-1H-pyrazole-4-boronic acid pinacol ester as a colorless viscous oil.

According to the analysis of related databases, 1239363-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael; US2011/230462; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics