Category: 199678-12-1

Synthetic Route of 199678-12-1, 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.199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid, molecular formula is C11H8N2O2, molecular weight is 200.19, as common compound, the synthetic route is as follows.

Step B. N-(Pyridin-3-ylmethyl)-10-(4-pyrimidin-2-ylbenzoyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide; To a solution of 4-pyrimidin-2-ylbenzoic acid of Step A (0.283 g, 1.41 mmol) in dry tetrahydrofuran (20 mL) at room temperature under nitrogen was added N,N-dimethylformamide (1 drop, cat) followed by a 2.0 M solution of oxalyl chloride in dichloromethane (1.41 mmol, 2.82 mmol) and the reaction mixture was stirred at room temperature for 3 hours. The mixture was then concentrated in vacuo to afford 4-pyrimidin-2-yl-benzoyl chloride as a yellow syrup. The crude acid chloride was dissolved in dry tetrahydrof-uran (5 mL), added to a suspension of N-(pyridin-3-ylmethyl)-10,11-dihydro-5Hpyrrolo[2,1-c][1,4]benzodiazepine-3-carboxamide of Example 76, Step C (0.300 g, 0.942 mmol), and N,N-diisopropylethylamine (0.49 mL, 2.83 mmol) in dry tetrahydrofuran (5 mL), and the reaction mixture stirred at room temperature under nitrogen for 20 hours. The reaction was then quenched by the addition of 2 M sodium hydroxide (10 mL) and the mixture partitioned between ethyl acetate (50 mL) and 2 M sodium hydroxide (50 mL). The organic phase was separated, washed with 2 M sodium hydroxide (2×50 mL), water (50 mL) and brine (50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to afford a yellow foam. Purification by flash chromatography using a solvent gradient of 1 to 5% methanol in dichloromethane gave an cream foam that was crystallized from diethyl ether/hexane to afford the title compound (0.395 g, 84%) as white solid, m.p. 234-236 C. MS [(+)ESI, m/z]: 501 [M+H]+ Anal. Calcd for C30H24N6O2: C, 71.99; H, 4.83; N, 16.79. Found: C, 71.65; H, 4.91; N, 16.56.

The chemical industry reduces the impact on the environment during synthesis 199678-12-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; WYETH; US2006/287522; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 199678-12-1.

Example 138 N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-4-(pyrimidin-2-yl)benzamide hydrochloride By a method similar to Example 80, the title compound (34.3 mg) was obtained from tert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamate (87.7 mg) and 4-(pyrimidin-2-yl)benzoic acid (69.7 mg). MS (API+): [M+H]+ 385.1. 1H NMR (300 MHz, DMSO-d6) delta 0.30-0.42 (2H, m), 0.53-0.66 (2H, m), 0.98-1.12 (1H, m), 1.24-1.35 (1H, m), 1.43-1.55 (1H, m), 2.39-2.46 (1H, m), 2.86-3.07 (3H, m), 7.19 (2H, d, J = 8.6 Hz), 7.53 (1H, t, J = 4.9 Hz), 7.75 (2H, d, J = 8.7 Hz), 8.11 (2H, d, J = 8.6 Hz), 8.53 (2H, d, J = 8.6 Hz), 8.97 (2H, d, J = 4.9 Hz), 9.06 (2H, brs), 10.37 (1H, s).

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TOMITA, Naoki; KAJII, Shigeo; CARY, Douglas Robert; TOMITA, Daisuke; IMAMURA, Shinichi; TSUCHIDA, Ken; MATSUDA, Satoru; HARA, Ryujiro; EP2743256; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 199678-12-1, 4-Pyrimidin-2-yl-benzoic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 199678-12-1, blongs to pyrimidines compound. SDS of cas: 199678-12-1

General procedure: Synthesis of amides from the carboxylic acid: A 100 mL round bottom flask was charged with carboxylic acid (11 mmol) to which thionyl chloride (10 mL) was added dropwise under flow of argon at room temperature. The reaction mixture was refluxed for 3 h at 85 C, then the excess SOCl2 was removed in vacuo to afford the crude acid chloride on one hand, whereas in another flask solution of 8-aminoquinoline (10 mmol) and NEt3 (11 mmol) in dichloromethane (20 mL) was stirred for 10-15 minutes. Deprotonated amine was added to a solution of acid chloride at 0 C. The reaction was allowed to warm to room temperature and stirred overnight for complete conversion. Upon completion, it was quenched with saturated NaHCO3 solution and extracted with CH2Cl2 three times. These extracts were combined and dried over NaSO4. After evaporation in vacuum, the crude amide product was purified by flash column chromatography (Hexane: ethyl acetate 10:1) through silica gel.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,199678-12-1, its application will become more common.

Reference:
Article; Kalsi, Deepti; Barsu, Nagaraju; Dahiya, Pardeep; Sundararaju, Basker; Synthesis; vol. 49; 17; (2017); p. 3937 – 3944;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 199678-12-1 ,Some common heterocyclic compound, 199678-12-1, molecular formula is C11H8N2O2, 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.

Under an argon atmosphere, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.87 g, 9.76 mmol) and dimethylaminopyridine (2.48 g, 20.3 mmol) were added to a solution of compound 18 (2.00 g, 8.13 mmol) and 4-pyrimidin-2-ylbenzoic acid (2.00 g, 10.0 mmol) in dehydrated N,N-dimethylformamide (30 mL) at 0 C. The reaction mixture was left to stand overnight, then poured into ice water and stirred for 0.5 h at 0 C. The precipitate was collected by filtration and dissolved in ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated to afford 2.80 g (88%) of the title compound as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 9.14 (t, J = 5.6 Hz, 1H), 8.94 (d, J = 4.8 Hz, 2H), 8.49 (d, J = 8.8 Hz, 2H), 8.17 (dd, J = 9.2, 2.8 Hz, 1H), 8.07-8.04 (m, 3H), 7.49 (t, J = 4.8 Hz, 1H), 7.22 (d, J = 8.8 Hz, 1H), 4.52 (d, J = 5.6 Hz, 2H), 4.14 (t, J = 6.4 Hz, 2H), 1.84 – 1.75 (m, 2H), 1.01 (t, J = 7.4 Hz, 3H).

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. 199678-12-1, 4-Pyrimidin-2-yl-benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ohashi, Masao; Gamo, Kanae; Tanaka, Yuta; Waki, Minoru; Beniyama, Yoko; Matsuno, Kenji; Wada, Jun; Tenta, Masafumi; Eguchi, Jun; Makishima, Makoto; Matsuura, Nobuyasu; Oyama, Takuji; Miyachi, Hiroyuki; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 53 – 67;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 199678-12-1.

General procedure: This compound was prepared by means of a procedure similar to that used for 7g and 7a. Under an argon atmosphere, diethyl cyanophosphonate (DEPC) (0.09 mL, 0.61 mmol) and triethylamine (0.18 mL, 1.30 mmol) were added to a solution of compound 9 (246 mg, 0.47 mmol) and 4-(2-pyridyl)benzoic acid (94 mg, 0.47 mmol) in dehydrated N,N-dimethylformamide (10 mL) at 0 C. The reaction mixture was left to stand overnight, then poured into a saturated aqueous solution of sodium hydrocarbonate, and the whole was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluant; n-hexane/ethyl acetate = 1:2 v/v) to afford the intermediate compound.

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ohashi, Masao; Oyama, Takuji; Putranto, Endy Widya; Waku, Tsuyoshi; Nobusada, Hiromi; Kataoka, Ken; Matsuno, Kenji; Yashiro, Masakazu; Morikawa, Kosuke; Huh, Nam-Ho; Miyachi, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 21; 8; (2013); p. 2319 – 2332;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 199678-12-1, 4-Pyrimidin-2-yl-benzoic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 199678-12-1, blongs to pyrimidines compound. COA of Formula: C11H8N2O2

Into a 250-mL round-bottom flask, was placed (2S)-2-amino-5-[[(1R,2S)-2-(4-fluorophenyl)cyclopropyl](prop-2-en-1-yl)amino]-1-(4-methylpiperazin-1-yl)pentan-1-one (1.04 g, 2.68 mmol, 1.00 equiv), dichloromethane (50 mL), HATU (1.71 g, 4.50 mmol, 1.68 equiv), DIEA (1.16 g, 8.98 mmol, 3.35 equiv). This was followed by the addition of a solution of 4-(pyrimidin-2-yl)benzoic acid (450 mg, 2.25 mmol, 0.84 equiv) in CH2Cl2 (5 mL) dropwise with stirring at 0 C. The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum. The resulting solution was extracted with 3×50 mL of EtOAc and the organic layers combined. This resulted in 0.52 g (34%) of N-[(2S)-5-[[(1R,2S)-2-(4-fluorophenyl)cyclopropyl](prop-2-en-1-yl)amino]-1-(4-methylpiperazin-1-yl)-1-oxopentan-2-yl]-4-(pyrimidin-2-yl)benzamide as a red solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,199678-12-1, its application will become more common.

Reference:
Patent; Imago Biosciences, Inc.; Rienhoff, JR., Hugh Y.; McCall, John M.; Clare, Michael; Celatka, Cassandra; Tapper, Amy E.; (226 pag.)US2016/237043; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 199678-12-1 , The common heterocyclic compound, 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid, molecular formula is C11H8N2O2, 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.

To a mixture of compound 3 (2g, lOmmol), EDCI (2.3g, l2mmol), HOBT(1 .4g, 1 Ommol), DIEA (2. 6g, 2Ommol) and N,O-dimethylhydroxylamine hydrochloride(1.2g, l2mmol) in DCM, stirred at RT for 2h. Water was added and extracted withDCM. The extracts were concentrated to give 2.5g of compound 4.

The synthetic route of 199678-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORGE LIFE SCIENCE, LLC; REMISZEWSKI, Stacy; KOYUNCU, Emre; SUN, Qun; CHIANG, Lillian; (98 pag.)WO2016/77232; (2016); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 199678-12-1, Adding some certain compound to certain chemical reactions, such as: 199678-12-1, name is 4-Pyrimidin-2-yl-benzoic acid,molecular formula is C11H8N2O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 199678-12-1.

Under an argon atmosphere, diethyl cyanophosphonate (0.27 mL, 1.80 mmol) and triethylamine (0.52 mL, 3.75 mmol) were added to a solution of compound 12 (303 mg, 1.50 mmol) and 4-pyrimidin-2-ylbenzoic acid (300 mg, 1.50 mmol) in dehydrated N,N-dimethylformamide (10 mL) at 0 C and the mixture was left to stand overnight. The reaction mixture was poured into saturated aqueous sodium hydrocarbonate and the whole was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate 1:1 v/v) to afford 364 mg (70%) of the title compoundas a white solid. 1H NMR (400 MHz, CDCl3) delta 8.83 (d, J = 4.8 Hz, 2H), 8.50 (d, J = 8.4 Hz, 2H), 7.88 (d, J = 8.4 Hz, 2H), 7.36(dd, J = 7.2, 1.6 Hz, 1H), 7.27 (ddd, J = 8.0, 8.0, 1.8 Hz, 1H), 7.23 (t, J = 4.8 Hz, 1H), 6.94 (ddd, J 7.6, 7.6, 0.8 Hz, 1H), 6.90 (d, J = 8.4 Hz,1H), 6.80 (t, J = 5.8 Hz, 1H), 4.69 (d, J = 5.6 Hz, 2H), 4.01 (t, J = 6.6 Hz,2H), 1.91 – 1.82 (m, 2H), 1.07 (t, J = 7.4 Hz, 3H).

According to the analysis of related databases, 199678-12-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ohashi, Masao; Gamo, Kanae; Tanaka, Yuta; Waki, Minoru; Beniyama, Yoko; Matsuno, Kenji; Wada, Jun; Tenta, Masafumi; Eguchi, Jun; Makishima, Makoto; Matsuura, Nobuyasu; Oyama, Takuji; Miyachi, Hiroyuki; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 53 – 67;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia