Category: 54903-16-1

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54903-16-1,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

The product from step 2 (0.108 g, 0.6 mmol) and 2- hydroxyacetophenone (0.09 g, 0.66 mmol) were added to a round bottomed flask under nitrogen. Anhydrous pyridine (5 mL was added to it with stirring. The reaction mixture was cooled down using an ice bath. Phosphorus oxychloride (0.15 g, 0.99 mmol) was added and the reaction mixture was stirred at room temperature overnight. Pyridine was removed under vacuum and the residue was acidified with 1 N HCI (pH 4~5) and extracted with ethyl acetate. The solvent was EPO evaporated in vacuo to leave a residue which was purified by silica gel column chromatography (15 g). The eluent was a mixture of ethyl acetate and hexane in 1 :1. Fraction 1 was evaporated affording pure compound (0.0192 g, 11%).

As the paragraph descriping shows that 54903-16-1 is playing an increasingly important role.

Reference£º
Patent; RESVERLOGIX CORP.; JOHANSSON, Jan, O.; HANSEN, Henrik, C.; CHIACCHIA, Fabrizio, S.; WONG, Norman, C.W.; WO2007/16525; (2007); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

54903-16-1, 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 25-mL round-bottom flask was placed 2-oxo-2,3-dihydro-1,3-benzoxazole- 6-carboxylic acid (100 mg, 0.56 mmol, 2.35 equiv), N,N-dimethylformamide (10 mL), HOBT (135 mg, 2.00 equiv) and EDCI (191 mg, 2.00 equiv). Then benzyl 4- [[(1R,3r,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate (100 mg, 0.24 mmol, 1.00 equiv) was added in several portions. After complete adddition, TEA (250 mg, 5.00 equiv) was added dropwise. The resulting solution was stirred for 1 h at room temperature. The mixture was concentrated under vacuumand the residue diluted with 10 mL of H2O. This mixture was extracted with 3×10 mL of ethyl acetate and the organic layers combined. The combined extracts were washed with 2×30 mL of brine, dried, and concentrated. The residue was chromatographed on a silica gel column with dichloromethane/methanol (10/1). This resulted in 100 mg (72%) of benzyl 4-[[(1R,3r,5S)-3-(2-oxo-2,3-dihydro-1,3- benzoxazole-6-amido)-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate as yellow oil

As the paragraph descriping shows that 54903-16-1 is playing an increasingly important role.

Reference£º
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

54903-16-1, 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

i. 2-oxo-2,3-dihydro-benzooxazole-6-carbonic-acid 13 (38.6 mg, 0.22 mmol), intermediate 12 (95.5 mg, 0.22 mmol) and 4-methylmorpholine (0.72 mL, 0.66 mmol) were given to DMF (3 mL). N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (41.4 mg, 0.22 mmol) and 1- hydroxybenzotriazolehydrate (29,2 mg, 0.2 mmol) were added at RT. It was stirred for 15 h at RT. The reaction mixture was poured onto water and extracted twice with ethyl acetate. The pooled organic phases were dried over sodium sulphate, filtrated and concentrated in vacuo until dryness. The oily residue was comminuted with diethyl ether, and the emerging solid was filtered off. A colourless solid (14, 50.4 mg, 0.09 mmol, 44%) in high purity was yielded.

The synthetic route of 54903-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK PATENT GMBH; SCHIEMANN, Kai; SCHULTZ, Melanie; STAEHLE, Wolfgang; WO2010/115491; (2010); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

54903-16-1, 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a dry mixture of 27-1 (2-methoxyphenylhydrazide, 139 mg, 0.837 mmol), 27-2 (benzoxazol-2- one-6-carboxylic acid, 150 mg, 0.837 mmol), and HATU (318 mg, 0.837 mmol) was added THF (10 mL) to yield a hazy reddish solution. DIPEA (0.29 mL, 1.67 mmol) was added and the reaction was stirred at rt for 2 hr. Burgess reagent (499 mg, 2.09 mmol) was added one portion, and the reaction was heated to 60C overnight. An additional 499 mg Burgess reagent was added. and continued heating. After 4 hr, 2N KHSO4 (10 mL) was added and the resulting oily mixture was extracted 3X EtOAc. The combined organics were washed once with water, once with brine, filtered through cotton and concentrated to an orange solid which was purified by reverse phase chromatography, 20% – 60% MeCN/water/0.1% TFA to yield 67 mg 27-3(18%) MJ-T+ = 447.0. ?H NMR (400 MHz, DMSO) 8.02 – 7.97 (3H, m), 7.74 (1H, d, J=8.4 Hz), 7.64 (1H, t, J=8.2 Hz), 7.30 (1H, d, J=8.4 Hz), 7.18 (1H, t, J=7.4 Hz), 3.95 (3H, s), 3.39 (3H, s).

54903-16-1 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid 391472, abenzoxazole compound, is more and more widely used in various.

Reference£º
Patent; TREVENA, INC.; PITIS, Philip Michael; BOYD, Robert Eugene; DAUBERT, Tamara Ann Miskowski; HAWKINS, Michael John; LIU, Guodong; SPEERSCHNEIDER, Aimee Crombie; (355 pag.)WO2018/231745; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54903-16-1,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 7; 4-Benzyl-piperidine-l-carboxylicacid(2-oxo-2,3-dihydro-benzooxazoIe-6-carbonyl)-amide; 7a) 2-Oxo-2,3-dihydro-benzooxazole-6-carboxylic acid amide; To a stirred solution of 0.37 g (2.06 mmol) of 2-oxo-2,3-dihydro-benzooxazole-6-carboxylic acid [EurJ.Med.Chem.Chim. Ther., 9, 491-492. (1974)], 13 ml of 1,4-dioxane and 0.1 ml of dimethylformamide 1.35 ml (18 mmol) of thionyl chloride is added droep wise below 10 C, and the reaction mixture is stirred at room temperature for 24 h. Then 10 ml of 25 % ammonium hydroxide solution is added drop wise to the mixture. The reaction mixture is concentrated and the residue is purified by column chromatography using Kieselgel 60 aes adsorbent (Merck) and Chloroform : methanol = 3:1 aes eluent to yield 0.13 g (35.3 %) of the title compound. Mp.: 296 C (2-propanol).

The synthetic route of 54903-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RICHTER GEDEON VEGYESZETI GYAR RT.; WO2006/10966; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem