Category: 1227611-94-0

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 1227611-94-0 as follows. Formula: C9H11IN2O

Intermediate 28: 4-Iodo-1 -(1 -oxa-spiro[2.5]oct-6-yI)-1 H -pyrazole 2-Methyl-propan-2-ol potassium (466 mg; 4.15 mmol; 1.2 eq.) was added in one portion to a solution of 4-(4-Iodo-pyrazol-1-yI)-cyclohexanone (1.02 g; 3.50 mmol; 1.0 eq.) and trimethylsulfoxonium chloride (531 mg; 4.13 mmol; 1.2 eq.) in DMSO (50 mL). The reaction mixture was stirred at RT for 16 h. It was then poured into EtOAc . Organicphase was separated and washed with brine (three times), dried over magnesium sulfate, filtered and concentrated to give the title compound a white solid (813 mg, 76%).1H NMR (300 MHz, DMSO) oe8.01 (d, J = 0.5 Hz, 1H), 7.52 (d, J = 0.5 Hz, 1H), 4.41 -4.26(m, 1H), 2.66 (s, 2H), 2.13- 1.85 (m, 6H), 1.34- 1.21 (m, 2H). MS(ESI+): 305.1.

According to the analysis of related databases, 1227611-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARES TRADING S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; GERBER, Patrick; MUZERELLE, Mathilde; WO2014/8992; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1227611-94-0,Some common heterocyclic compound, 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, molecular formula is C9H11IN2O, 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.

Example 89: 4-(4-{3-[1-(2,6-Dichloro-3-fluorophenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5- yl}-pyrazol-1-yl)cyclohexanone[428] A 20 ml sealable vial was charged with 3-[1-(2,6-Dichloro-3-fluorophenyl)ethyl]-5- (4,4,5,5-tetramethyl[1 ,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (80.0 mg, 0.156 mmol), 4-(4-lodopyrazol-1-yl)cyclohexanone (52.5 mg, 0.172 mmol), Pd(PPh3)4 (12.0 mg, 0.0103 mmol), potassium carbonate (71.8 mg, 0.514 mmol), and 4:1 dioxane:water (5 mL). The cap was sealed and the vial was evacuated and backfilled with nitrogen (3x). After that, the vial was heated at 90 C for 2 h. The reaction mixture was partitioned between EtOAc/H2O (15 ml/10 ml). The aqueous phase was extracted with EtOAc (10 ml). The combined organic extracts were washed with water (10 ml) and brine (10 ml), dried over MgSO4, filtered, and concentrated in vacuo to give a brown oil that was purified by prep. TLC eluting with 4% MeOH/DCM to give the title compound. 1H NMR (400 MHz, CDCI3 ): delta = 1.88 (d, J = 7.2 Hz, 3 H), 2.31-2.68 (m, 8 H), 4.64 (tt, J = 1 1.8, 4.0 Hz, 1 H), 5.28 (q, J = 7.2 Hz, 1 H), 7.01 (dd, J = 8.0 & 8.8 Hz, 1 H), 7.30 (s, 1 H), 7.32 (brs, 1 H), 7.48 (s, 1 H), 7.60 (d, J = 0.8 Hz, 1 H), 7.66 (d, J = 0.8 Hz, 1 H), 8.41 (brs, 1 H), 9.77 (brs, 1 H). MS(ES+): m/z = 471.16/473.11 (100/68) [MH+]. HPLC: tR = 3.39 min (polar_5 min, ZQ3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, its application will become more common.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; CHEN, Xin; JIN, Meizhong; KLEINBERG, Andrew; LI, An-hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WANG, Jing; WO2010/59771; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1227611-94-0,Some common heterocyclic compound, 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, molecular formula is C9H11IN2O, 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.

Intermediate 25: 2-[4-(4-lodo-pyrazol-1 -yI)-cyclohexylamino]-ethanol 2-Amino-ethanol (0.30 mL; 4.96 mmol; 1.4 eq.) was added in one portion to a solution of4-(4-Iodo-pyrazol-1-yl)-cyclohexanone (intermediate 20; 1.00 g; 3.45 mmol; 1.0 eq.) inEtOH. After 1 h the reaction solution was cooled to 0C and NaBH4 (290 mg; 7.67 mmol;2.2 eq.) added portionwise over 1 mm. After a further 1 h the reaction suspension waspoured into 1 N NaOH solution and extracted with DCM. Combined organic phases werewashed with brine, dried over magnesium sulfate, filtered and concentrated. Purificationusing a SCX-2 cartridge afforded the title compound as a white solid (1.00 g; 84%). 1 HNMR (300 MHz, DMSO) oe 7.94 (s, 1H), 7.49 (s, IH), 4.47 (brs, 1H), 4.12 (m, 1H), 3.45(m, 2H), 2.60 (t, J = 5.8 Hz, 2H), 2.41 (m, 1H), 2.95 (m, 4H), 1.72 (m, 2H), 1.13 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, its application will become more common.

Reference:
Patent; ARES TRADING S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; GERBER, Patrick; MUZERELLE, Mathilde; WO2014/8992; (2014); 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. 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H11IN2O

Intermediate 21 and 22: cis and trans-4-(4-Iodo-pyrazol-1-yI)-cyclohexanol Sodium borohydride (86 mg; 2.27 mmol; 0.5 eq.) was added portionwise to a suspension of 4-(4-lodo-pyrazol-1-yl)-cyclohexanone (1.33 g; 4.55 mmol; 1.0 eq.) in EtOH (10 mL).The reaction mixture was stirred at RT for 30 mm and concentrated under vacuum. The residue was taken up with EtOAc (50 mL) and washed with NH4CI aq sat (50 mL). The aqueous phase was back-extracted with EtOAc (twice). Combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to give 1.42 g of an oil. Purification by flash chromatography on silica (heptane/EtOAc, gradient from 80:20 to 40:60) afforded the title compounds.1st eluting compound: colorless glue (234 mg, 18%). Cis-4-(4-Iodo-pyrazol-1-yl)-cyclohexanol. HPLC (Condition A): Rt 2.69 mm (purity 99.7 %). MS (ESI+): 293.1.2nd eluting compound: white powder (730 mg, 55%). Trans-4-(4-lodo-pyrazol-1-yl)-cyclohexanol. HPLC (Condition A): Rt2.65 mm (purity 100 %). MS (ESI+): 293.1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1227611-94-0.

Reference:
Patent; ARES TRADING S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; GERBER, Patrick; MUZERELLE, Mathilde; WO2014/8992; (2014); 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. 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H11IN2O

A solution of 4-(4-iodo-1 H-pyrazol-1-yl)cyclohexanone 14 (200 mg, 0.69 mmol) in DCM (2 mL) was treated with methylamine hydrochloride (56 mg, 0.83 mmol) and AcOH (0.09 mL, 1.52 mmoi) and stirred at rt for 0.5h. Then sodium triacetoxyborohydride (321 mg, 1.52 mmol) was added and the reaction stirred at rt for a further 18h. It was then basified with 1 M sodium hydroxide solution (~ 7 mL) and extracted with DCM (4 x 10 mL). The combined organic extracts were dried (MgS04) and evaporated in vacuo to give the crude product. This was dissolved in dioxane (5 mL) and treated with TEA (0.38 mL, 2.76 mmol) and di- tertb-utyldicarbonate (264 mg, 1.38 mmol) and stirred at rt for 18h. Concentration in vacuo and column chromatography (2 – 100% EtOAc / pet ether gradient) gave 15 (121 mg, 43% over 2 steps) as a colourless oil and an inseparable mixture of cis- and trans- isomers; 1H NMR (400 MHz, CD3OD) delta ppm 7.91 (s, 1 H, isomer A), 7.81 (s, 1 H, isomer B), 7.55 (s, 1 H, isomer A), 7.51 (s, 1 H, isomer B), 4.40 – 4.36 (m, 1 H, isomer A), 4.24 – 4.18 (m, 1 H, isomer B), 4.03 – 3.92 (m, 1 H isomer A and 1 H isomer B), 2.80 (s, 3H, isomer B), 2.69 (s, 3H, isomer A), 2.58 – 2.51 (m, 2H, isomer A), 2.19 – 2.14 (m, 2H, isomer B), 2.10 – 1.88 and 1.83 – 1.74 (total 4H isomer A and 4H isomer B), 1.59 – 1.50 (total 2H isomer A and 2H isomer B), 1.50 (s, 9H, isomer A), 1.47 (s, 9H, isomer B); LCMS (m/z): 406 [M+H]+.

According to the analysis of related databases, 1227611-94-0, the application of this compound in the production field has become more and more popular.

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 1227611-94-0 as follows. Product Details of 1227611-94-0

Intermediate 28: 4-Iodo-1 -(1 -oxa-spiro[2.5]oct-6-yI)-1 H -pyrazole 2-Methyl-propan-2-ol potassium (466 mg; 4.15 mmol; 1.2 eq.) was added in one portion to a solution of 4-(4-Iodo-pyrazol-1-yI)-cyclohexanone (1.02 g; 3.50 mmol; 1.0 eq.) and trimethylsulfoxonium chloride (531 mg; 4.13 mmol; 1.2 eq.) in DMSO (50 mL). The reaction mixture was stirred at RT for 16 h. It was then poured into EtOAc . Organicphase was separated and washed with brine (three times), dried over magnesium sulfate, filtered and concentrated to give the title compound a white solid (813 mg, 76%).1H NMR (300 MHz, DMSO) oe8.01 (d, J = 0.5 Hz, 1H), 7.52 (d, J = 0.5 Hz, 1H), 4.41 -4.26(m, 1H), 2.66 (s, 2H), 2.13- 1.85 (m, 6H), 1.34- 1.21 (m, 2H). MS(ESI+): 305.1.

According to the analysis of related databases, 1227611-94-0, the application of this compound in the production field has become more and more popular.