Category: pyrimidines

63200-54-4, Adding a certain compound to certain chemical reactions, such as: 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, 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, 63200-54-4, blongs to pyrimidines compound.

2-Chloro-4-(4-cyclopropyl-2,6-dimethylphenoxy)-5H-pyrrolo[3,2-Patent; VALEANT RESEARCH & DEVELOPMENT; WO2006/122003; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 60025-09-4, name is 4-Amino-6-chloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. 60025-09-4

4- Amino-6-(((lS, lR)-l-(3-(2-pyridinyl)-l,6-naphthyridin-2-yl)ethyl)amino)-5- pyrimidinecarbonitrile; To a stirred solution of l-(3-(pyridin-2-yl)-l,6-naphthyridin-2-yl)ethanamine (15 mg, 0.060 mmol) in butanol (1.5 mL) was added 4-amino-6-chloropyrimidine-5- carbonitrile (9.26 mg, 0.060 mmol) and N-ethyl-N-isopropylpropan-2-amine (20.9 uL, 0.120 mmol). The reaction was heated at 120 C for 2 h. After this time the reaction was cooled to r.t. The resulting precipitate was filtered and washed with hexanes to give racemic 4-amino-6-(((lS, lR)-l-(3-(2-pyridinyl)-l,6- naphthyridin-2-yl)ethyl)amino)-5-pyrimidinecarbonitrile. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 9.33 (1 H, s), 8.83 (2 H, d, J=5.9 Hz), 8.33 (1 H, s), 8.14 (1 H, s), 8.02 (1 H, d, J=5.9 Hz), 7.93 (1 H, td, J=7.7, 1.8 Hz), 7.64 (2 H, d, J=7.8 Hz), 7.44 (1 H, ddd, J=7.6, 4.9, 1.0 Hz), 6.15 (1H, m), 5.28 (2 H, bs), 1.38 – 1.43 (3 H, m). Mass Spectrum (ESI) m/e = 251.0. Mass Spectrum (ESI) m/e = 369.2 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CHEN, Yi; CUSHING, Timothy, D.; FISHER, Benjamin; GONZALEZ LOPEZ DE TURISO, Felix; HAO, Xiaolin; SHIN, Youngsook; WO2012/87784; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

45588-79-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 45588-79-2, name is 4-(Aminomethyl)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 4-(cis-8-(dimethylamino)-3-oxo-8-phenyl-2-azaspiro[4. 5]decan-2- yI)-2,2-dimethylbutanoic acid hydrochloride (300mg, 0.71 mmol) in THF(1 0mL), diisopropylethylamine (490mg, 3.8Ommol) and HATU (541mg, 1 .43mmol) were added at RT. The reaction mixture was stirred at RT for 45mm and then pyrimidin-4-yl- methanamine (114mg, 1 .O45mmol) was added at 0C. The reaction mixture was warmedto RT and stirred for 16h. The reaction mixture was quenched with saturated NaHCO3 Solution, extracted with 10%methanol in DCM (3X25mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude compound. Purification by column chromatography over silica gel (100-200 mesh) by using 1 0%methanol in DCM with traces of ammonia as eluent to give 160mg ofcompound which was further purified by preparative TLC by using 5% methanol in DCM as mobile phase to give 110 mg (33%) of cis- 4-(8-Dimethylamino-3-oxo-8-phenyl-2- azaspiro[4.5]decan-2-yl)-2,2-dimethyl-N-(pyrimidin-4-yl-methyl)-butyramide as solid.

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. 45588-79-2, 4-(Aminomethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; WEGERT, Anita; KUeHNERT, Sven; KOENIGS, Rene, Michael; NOLTE, Bert; LINZ, Klaus; HARLFINGER, Stephanie; KOeGEL, Babette-Yvonne; RATCLIFFE, Paul; THEIL, Fritz; GROeGER, Olga; BRAUN, Birgit; (223 pag.)WO2016/8582; (2016); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 51752-67-1, name is 4-Chloropyrido[3,4-d]pyrimidine, the common compound, a new synthetic route is introduced below. 51752-67-1

EXAMPLE 24 (3-Ethynyl-phenyl)-pyrido[3,4d]pyrimidin4-yl-amine To 4-chloro-pyrido[3,4-d]pyrimidine (250 mg, 1.50 mmol) in N-methylpyrrolidin-2-one (0.5 mL) was added 3-ethynylaniline (212 mg, 1.81 mmol) and pyridine (237 mg, 3.0 mmol). The mixture was heated to 80 C. under an atmosphere of dry N2(g) for 3 hours. The reaction mixture was dissolved in CHCl3 and washed with saturated aqueous Na2CO3, and brine. The organic phase was dried over Na2SO4, concentrated in vacuo, and flash chromatographed on silica with a gradient of 40% to 70% acetone/hexanes to afford 120 mg of product. This material was precipitated as its hydrochloride salt by dissolution in minimal CHCl3, titration with HCl (1 eq.) in diethyl ether, and dilution with diethyl ether.

The synthetic route of 51752-67-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARNOLD, LEE DANIEL; MOYER, MIKEL PAUL; SOBOLOV-JAYNES, SUSAN BETH; US2002/45630; (2002); A1;,
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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.149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid, molecular formula is C5H3ClN2O2, molecular weight is 158.54, as common compound, the synthetic route is as follows.149849-92-3

To a solution of 2-chloropyrimidine-4-carboxylic acid (1.00 g, 6.3 mmol) in anhydrousDCM (15 mL) were added oxalyl chloride (1.1 mL, 12.6 mmol) and DMF (0.1 mL) dropwise at0 C. The mixture was stirred at rt for 2 hours, and then cooled to 0 C. To the mixture were added triethylamine (1.28 mL, 9.5 mmol) and a solution of methylamine in THF (2M, 3.47 mL, 6.9 mmol) slowly at 0 C. The reaction mixture was stirred at rt for 12 hours, and then quenched with water (25 mL). The separated organic phase was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 2/1) to give the title compound as a white solid (1.06 g, 98.1%). The compound was characterized by the following spectroscopic data:LC-MS (ESI, pos. ion) m/z: 172.2 [M + H] .

Statistics shows that 149849-92-3 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; CHENG, Changchung; WO2015/169180; (2015); A1;,
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Pyrimidine – Wikipedia

13479-88-4, 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. 13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, 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.

To a 0 C solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine 4 (950 mg, 4.6 mmol) in acetonitrile (20 mL) was added benzylamine (593 mg, 5.5 mmol). The reaction mixture was stirred at the room temperature for 16 hours and then refluxed for 2 hours. The resulting mixture was cooled down and concentrated under reduced pressure, the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate= 3: 1) to give the compound 5 (950 mg, 74%) as brown oil. 1H NMR (300 MHz, CDC13): delta 8.66 (s, 1H), 7 ‘.52-7 ‘.27 (m, 5H), 6.63 (br, 1H), 4.80 (s, 2H).

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. 13479-88-4, 5,7-Dichlorothiazolo[5,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David; WO2014/15291; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

7461-50-9, 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. 7461-50-9, name is 2-Chloropyrimidin-4-amine, molecular formula is C4H4ClN3, 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.

2-Chloropyrimidin-4-ylamine (3.5 g, 27.0 mmol), 4-methoxypiperidine hydrochloride (4.09 g, 27.0 mmol) and cesium carbonate (26.4 g, 81.0 mmol) were suspended in NN-dimethylformamide (60 mL) and heated at 120 C for 18 h. The reaction mixture was cooled to room temperature and partitioned between water and EtOAc. The aqueous phase was washed with EtOAc (x 2) and the combined organic phases were washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo affording the title compound as a solid (2.5 g). The aqueous phase was concentrated in vacuo and the slurry was extracted with EtOAc. The volatiles were removed in vacuo and the resulting residue was purified via flash chromatography on silica gel (solvent gradient: 0%-100% EtOAc in cyclohexane) and then triturated with cyclohexane affording a second batch of 2-(4-methoxypiperidin-l -yl)pyrimidin-4-amine (2.38 g, 87% combined yield). LCMS (ESI): [M+H]+ = 209.2; lH NMR (400 MHz, CDC13) delta: 7.94 (1H, d, J=5.60 Hz), 5.74 (1H, d, J=5.60 Hz), 4.53 (2H s), 4.33-4.24 (2H, m), 3.47-3.37 (4H, m), 3.33-3.24 (2H, m), 1.98-1.87 (2H, m), 1.60-1.47 (2H, m).

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. 7461-50-9, 2-Chloropyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; DIEDERICH, Francois; DOTSON, Jennafer; HANAN, Emily; HEFFRON, Timothy; LAINCHBURY, Michael; HEALD, Robert; SEWARD, Eileen M.; WO2014/210354; (2014); A1;,
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Pyrimidine – Wikipedia

75833-38-4, 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 75833-38-4 as follows.

A mixture of 2-chloropyrimidine-4-carbonitrile (1 .5 g, 10.7 mmol), di-tert-butyldicarbonate (2.8 mL, 12.9 mmol) and 10% Pd/C (572 mg, 0.5 mmol) in EtOH(25 mL) was stirred at room temperature under a hydrogen atmosphere (1atm, balloon). After 4h, the reaction mixture was filtered through a pad ofCelite. The filtrate was concentrated under vacuum. Purification (FCC, 5i02, 0-99% EtOAc) to yield title product (720 mg, 27%). MS (ESI): mass calcd. forC10H14C1N302, 243.7; mlz found, 187.9 [M-t-Bu]. 1H NMR (400 MHz, DMSOd 5) O 8.72 (d, J= 5.1 Hz, 1H), 7.56 (t, J= 6.2 Hz, 1H), 7.39 (d, J= 5.1 Hz, 1H),4.21 (d, J = 6.0 Hz, 2H), 1.40 (5, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75833-38-4, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHEN, Gang; CHROVIAN, Christa C.; COATE, Heather R.; DVORAK, Curt A.; GELIN, Christine F.; HISCOX, Afton; LETAVIC, Michael A.; RECH, Jason C.; SOYODE-JOHNSON, Akinola; STENNE, Brice; WALL, Jessica L.; ZHANG, Wei; (583 pag.)WO2017/139428; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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.

Add the amine obtained in Step 1 (550 mg, 3.37 mmol), Et3N (680 mg, 6.74 mmol) to THF (10 mL), cool to 0 C. on ice bath. Add slowly a solution of phenyl chloroformate (789 mg, 5.06 mmol) in THF. After addition, stir the reaction on ice bath for 20 hrs. Remove the volatiles under reduced pressure. Purification by chromatography (silica gel, EtOAc_PE=1:3) affords the target compound (160 mg, 17%). MS: (M+1): 284.1.

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. 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia