Category: 304693-66-1

Reference of 304693-66-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde, molecular formula is C6H3F3N2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step B: (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methyl-N-((2-(trifluoromethyl)pyrimidin-5-yl)methyl)cyclopentylamine To a solution of ethyl 2-(trifluoromethyl)pyrimidine-5-carboxylate (0.750 g, 2.73 mmol) in toluene (13.6 mL) at about -78 C. was added DIBAL-H (1M in cyclohexane, 3.30 mL, 3.30 mmol) over about 15 min and the reaction was left stirring at about -78 C. for about 1 h. The reaction was quenched with the slow addition of 2N aqueous HCl (13.6 mL) and the reaction was warmed to ambient temperature. The reaction mixture was extracted with ether (3*15 mL) and the combined organics were dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to give crude 2-(trifluoromethyl)pyrimidine-5-carbaldehyde. To a mixture of (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentylamine (0.112 g, 0.437 mmol, Example No.1, Step D) and 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (0.100 g, 0.568 mmol) in DCE (1.00 mL) and MeOH (1.00 mL) was added acetic acid (0.038 mL, 0.655 mmol) and sodium triacetoxyborohydride (0.139 g, 0.655 mmol). The reaction was left stirring at ambient temperature for about 3 h. The reaction was concentrated under reduced pressure and the residue was taken up in DCM and saturated aqueous NaHCO3 (10 mL each). The layers were separated and the aqueous phase was extracted with DCM (2*10 mL) and EtOAc (10 mL). The combined organics were dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography eluting with 0-10% MeOH in DCM to give (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methyl-N-((2-(trifluoromethyl)pyrimidin-5-yl)methyl)cyclopentylamine (0.035 g, 19%) as an off-white solid; LC/MS (Table 1, Method a) Rt=1.28 min; MS m/z: 416 (M+H)+. Jak3 IC50=C

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 304693-66-1, 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.

Reference:
Patent; ABBVIE INC.; Wishart, Neil; Bonafoux, Dominique F.; Frank, Kristine E.; Hobson, Adrian D.; Konopacki, Donald B.; Martinez, Gloria Y.; Wang, Lu; US2013/72470; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (27.2 g, 99 mmol) in dichloroethane (250 mL) was added (i?)-(+)~2-methyl~2-propanesulfmamide (13.3 g,109.0 mmol) and copper(II) sulfate (31.5 g, 197.0 mmol). The mixture was heated to 50 0C.After 18 h, the mixture was cooled to ambient temperature and filtered through a pad of silica gel. The filtered cake was washed with dichloromethane and the filtrate was concentrated to give the title compound (27.3 g). MS 224 [(M+l)-56].

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 304693-66-1, 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BURGEY, Christopher, S.; POTTEIGER, Craig, M.; WO2010/111059; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1 ,Some common heterocyclic compound, 304693-66-1, molecular formula is C6H3F3N2O, 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.

A solution of 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (860 mg, 4.88 mmol) and but-3-en-1 -01 (0.420 mL, 4.88 mmol) in DCM (5.2 mL) was cooled to 0C. MsOH (3.17 mL, 48.8 mmol) was added dropwiseand the RM was stirred at RT for 90 mm. DCM (30 mL) was added, followed by the careful addition of sat. aq. NaHCO3 (30 mL). The organic layer was washed with sat. aq. NaHCO3 (2×30 mL), dried (Na2SO4) and evaporated under reduced pressure. The product was purified by flash chromatography (silica, gradient heptane/EtOAc, 1:0 to 1:1), to give 1.24 g (78%) of the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,304693-66-1, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 17 1-[2-(Trifluoromethyl)pyrimidin-5-yl]ethanol Dissolve 2-(trifluoromethyl)pyrimidine-5-carbaldehyde (11.31 mmol, 1.992 g) in THF (56.56 mL), cool to 0 C., and slowly add methylmagnesium bromide (3 M in Et2O) (33.94 mmol, 11.31 mL). Allow the reaction to warm to room temperature and stir for 2.5 hours. Quench the reaction with 1 N HCl. Add EtOAc and wash with 1 N HCl. Dry the organics over sodium sulfate, filter, and concentrate under reduced pressure to give the title compound (1.663 g, 76.5%). Mass spectrum (m/z): 193.0 (M+H).

According to the analysis of related databases, 304693-66-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; Morphy, John Richard; (15 pag.)US2017/66781; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 304693-66-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.304693-66-1, name is 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde, molecular formula is C6H3F3N2O, molecular weight is 176.096, as common compound, the synthetic route is as follows.

To a magnetically stirred solution of methyl Grignard (19.9 mL of a 3 M solution in ether (Et2O), 59.7 mmol) in Et2O (167 mL) was added a solution of 2-trifluoromethylpyrimidine-5-carbaldehyde (9.56 g, 54.3 mmol) in Et2O (50 mL) at 0 C., and the resulting pale yellow solution was warmed to room temperature (RT) and stirred for 2.5 h. The reaction was quenched by the addition of saturated aqueous ammonium chloride (NH4Cl) (50 mL) at 0 C., and the mixture was warmed to RT. The phases were separated and the organic phase was dried over Na2SO4, filtered, and concentrated to give a light yellow oil (9.32 g crude). The oil was purified by flash chromatography (330 g SiO2, 0>100% EtOAc/hexanes gradient) to give 1-(2-trifluoromethylpyrimidin-5-yl)ethanol (E) (8.87 g, 85%) as a light yellow solid: mp 43-45 C.; 1H NMR (300 MHz, CDCl3) ? 8.92 (s, 2H), 5.15-5.07 (m, 1H), 2.26 (d, J=4.0 Hz, 1H), 1.62 (d, J=6.5 Hz, 3H); MS (EI) m/z 192 (M)+.

Statistics shows that 304693-66-1 is playing an increasingly important role. we look forward to future research findings about 2-(Trifluoromethyl)pyrimidine-5-carbaldehyde.

Reference:
Patent; DOW AGROSCIENCES LLC; US2010/56534; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia