Downstream synthetic route of 1228690-37-6

1228690-37-6, As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

1228690-37-6, (R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4- yl]-carbamic acid (R)-l-phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l’-carboxyl- cyclopropyl)phenylboronic acid (0.16Og, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2:1 DME:H2theta. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 8O0C for 2 hours. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound.

1228690-37-6, As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
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New learning discoveries about 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228690-37-6,(R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate,as a common compound, the synthetic route is as follows.

A flask was charged with compound LI-7 (25 mg, 0.0786 mmol), compound LI-8 (31.5 mg, 0.0786 mmol), Na2C03 (13 mg, 0.12 mmol), DME (1 mL) and water (0.2 mL). It was degassed with nitrogen for three times, and then Pd(dppf)Cl2 (3 mg, 0.004 mmol, 0.05 eq) was added thereto. After degassed with nitrogen for additional three minutes, the mixture was heated to reflux for 3 hrs under nitrogen atmosphere. LCMS showed the reaction was completed and the acid product was detected. The reaction mixture was cooled down to room temperature, diluted with water (10 mL), acidified with aq. HC1 (IN) to pH = 4-5, extracted with EtOAc (20 mL x 3). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by prep-HPLC to afford Compound 80 (10.5 mg, yield: 43%). 1H NMR (CDC13, 300 MHz) delta 7.95-7.70 (m, 3H), 7.64-7.52 (m, 4H), 7.45-7.30 (m, 4H), 7.22-7.09 (m, 2H), 5.86 (brs, 2H), 5.34-5.27 (m, 2H), 5.09-5.02 (m, 2H), 2.22 (s, 3H), 1.62 & 1.42 (double s, 3H). MS (ESI) m/z (M+H)+ 499.4., 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem