Tag: M.W:100-200

36315-01-2 , The common heterocyclic compound, 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine, molecular formula is C6H9N3O2, 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.

REFERENTIAL EXAMPLE 1 Preparation of 2-chloro-4,6-dimethoxypyrimidine 1,260 ml of 36% hydrochloric acid were charged in a 5-l four-necked flask and then cooled to 0 C. After 180 g (1.16 moles) of 2-amino-4,6-dimethoxypyrimidine were added in small portions into the flask, the resulting mixture was stirred for about 1 hour until the reaction mixture changed into a syrupy form. After the reaction mixture was cooled to -15 C., 260 ml of 159 g (2.3 moles) of NaNO2 in H2 O were added dropwise over about 1 hour under vigorous stirring. After completion of the dropwise addition, the resulting mixture was stirred at -15 to -10 C. for additional 1 hour so that the reaction was brought to completion. While the reaction mixture was retained at -5 C., 1.5 l of a 30% aqueous solution of NaOH were charged dropwise so that the reaction mixture was neutralized to pH 7. By filtration under reduced pressure, a clay-like material of a purple color was collected. The target compound was extracted from the clay-like material using 3 l of ethyl acetate. Through the procedures of washing with water, drying over anhydrous sodium sulfate and removal of the solvent, 63 g of bluish crude crystals were obtained. They were crystallized further by silica gel chromatography to obtain 60.8 g of white crystals (yield: 29.9%). Melting point: 101.5-102.5 C.

According to the analysis of related databases, 36315-01-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsui Toatsu Chemicals, Incorporated; US4986846; (1991); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

504-17-6, Adding a certain compound to certain chemical reactions, such as: 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, 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, 504-17-6, blongs to pyrimidines compound.

General procedure: A mixture of aldehyde (1 mmoL), (thio)barbituric acid(1 mmoL) and verjuice (10 mL) was heated in an oil bath(60 C). After completion of the reaction, as monitored byTLC, using n-hexane:EtOAc (7:3) as the eluent, the reactionmixture was filtered and the precipitated product was washedwith water (3 ¡Á 10 mL) to afford the pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,504-17-6, its application will become more common.

Reference:
Article; Safari, Niloufar; Shirini, Farhad; Tajik, Hassan; Journal of the Iranian Chemical Society; vol. 16; 4; (2019); p. 887 – 897;,
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213265-83-9 , The common heterocyclic compound, 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, 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.

(First Step) 4,6-Dichloro-5-fluoropyrimidine (31.8 g, content: 98.9%) and potassium carbonate (31.5 g) are initially charged in acetone (115 ml), and, at 60 C., admixed dropwise over a period of 6 hours with a solution of 44.9 g of (E)-5,6-dihydro-1,4,2-dioxazin-3-yl-(2-hydroxyphenyl)methanone O-methyloxime in 350 ml of acetone. The mixture is stirred at 60 C. for 2 hours, the acetone is distilled off, the mixture is admixed with methylene chloride and water, the organic phase is separated off, the aqueous phase is extracted with methylene chloride, the organic extracts are combined, washed with 5% NaOH and dried over sodium sulphate and the solvent is distilled off. This gives (E)-{2-[(6-chloro-5-fluoro-4-pyrimidinyl)oxy]phenyl}-(5,6-dihydro-1,4,2,-dioxazin-3-yl)methanone O-methyloxime (68.0 g, content: 95.8%, 94.5% of theory) as a solid.

According to the analysis of related databases, 213265-83-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Weintritt, Holger; Stelzer, Uwe; Gayer, Herbert; Hubsch, Walter; US2003/92723; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine,molecular formula is C4H4N2O2S, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 504-17-6

General procedure: To a mixture of an aromatic aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol), [H-NMP]+[HSO4]- (12 mol%)and water (2 ml) was added. Then, ultrasonic probe was directly immersed inthe resulting mixture. The progress of the reactions was monitored by TLCuntil conversion of the starting materials was satisfactory. After completion ofthe reaction, the solvent was evaporated and the precipitate was washed withEtOH and hot water to afford the pure product. All products were identified byphysical and spectroscopic data. The synthesis of the compounds 4b and 4j wasinvestigated but unfortunately even after 24 h, only a trace amount of productwas observed by TLC, that is why we could not reported the spectroscopic dataof them.

With the rapid development of chemical substances, we look forward to future research findings about 504-17-6.

Reference:
Article; Naeimi, Hossein; DIdar, Asieh; Rashid, Zahra; Zahraie, Zohreh; Journal of Antibiotics; vol. 70; 7; (2017); p. 845 – 852;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1780-26-3, 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 1780-26-3 as follows.

Into clean and dry 5.0 L 4-neck RB flask charged 2-amino-N-(2-chloro-6-methyl (0125) phenyl)-5-thiazole-l-carboxamide (200gm), 4,6-dichloro-2-methyl (0126) pyrimidine(146 g), 2.0 L of THF under nitrogen atmosphere. Clear solution (0127) formation was observed, cooled the reaction mass to temperature 10-20C, added (0128) 30% sodium -t-butoxide (845gm) solution to the reaction mass over a period of 60- (0129) 75min at temperature 10-20C. Brown coloured solution formation was observed. (0130) Reaction mass temperature was raised to 25-30C and maintained the reaction (0131) mass temperature to 25-30C for 90-120 min, cooled the mass to temperature 0- (0132) 5C and added 2N HCl solution to the reaction mass over a period of 60-90min at 0-5C and maintained for 105-120min. Transferred the reaction mass into a buchner funnel and flask kept under plant vacuum. Washed the wet cake with 600.0mlof water.Suck dried thoroughly for 45-60 mi and dried the wet material in a drier at temperature 60-65 C for 8-10hrs. (0133) Weight: 210 gm

The chemical industry reduces the impact on the environment during synthesis 1780-26-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NATCO PHARMA LIMITED; KONAKANCHI, Durga Prasad; GONGALLA, Buchappa; KOTRA, Uma Naresh Babu; SAKKANI, Srinivasulu; RAGIDI, Dharmender; SIKHA, Kotayyababu; NANNAPANENI, Venkaiah Chowdary; (18 pag.)WO2018/100585; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

156-83-2, 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. 156-83-2, name is 6-Chloropyrimidine-2,4-diamine, molecular formula is C4H5ClN4, 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 solution of NaH (2.77 g, 69.2 mmol) in ethanol (150 ml) was added 2,6-diamino-4-chloropyrimidine (5.0 g, 34.6 mmol). The mixture was refluxed for 6 h. After cooling, the solution was neutralized with a 5-6 N HCl solution in isopropyl alcohol. After removing the solvents in vacuo, the residue was purified by chromatography on silica gel (CH2Cl2/MeOH 40:1), yielding the title compound as a white solid (4.0 g, 75%). Mp 164-165 C. 1H NMR (300 MHz, DMSO, 25 C): delta = 6.00 (s, 2H, NH2), 5.88 (s, 2H, NH2), 5.03 (s, 1H, CH), 4.13 (q, J = 7.1 Hz, 2H, CH2), 1.22 (t, J = 7.1 Hz, 3H, CH3) ppm. 13C NMR (75 MHz, DMSO, 25 C): delta = 170.0, 165.9, 162.9, 76.1, 60.2, 14.7 ppm. HRMS: calcd for C6H11N4O [M+H]+ 155.09329, found 155.09260.

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. 156-83-2, 6-Chloropyrimidine-2,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jang, Mi-Yeon; Jonghe, Steven De; Segers, Kenneth; Anne, Jozef; Herdewijn, Piet; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 702 – 714;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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 solution of 2,4-dichloro-7H-pyrrolo[2,3-djpyrimidine 34 (237 mg, 1.26 mmol) in CH3CN (1 mL) was added NaH (33.3 mg, 1.39 mmol) portion- wise at 0 C. The reaction mixture was stirred at room temperature for 20 mm until gas evolution was ceased. Methyl iodide (86.4 i.il, 1.39 mmol) was added and stirred the reaction mixture for 1 h at room temperature. To the reaction mixture was added water and extracted with ethyl acetate (2 x 30 mL). The combined organic layers were dried over Mg504, and then concentrated under vacuum. The resultant crude residue was purified by silica-gel column chromatography to afford 35 (144 mg, 58%) as white solid. ?H-NMR (400 MHz, DMSO-d6) oe 7.76 (d, J = 3.6 Hz, 1H), 6.71 (d, J = 3.6 Hz, 1H), 3.81 (s, 3H); MS: (m/z) [M+Hjb 204.02.

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. 90213-66-4, 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY; TSANTRIZOS, Youla S.; SEBAG, Michael; (120 pag.)WO2018/137036; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 213265-83-9

Into 3 ml of acetnitrile were added 0.2 g of 4, 6-DICHLORO-5-FLUOROPYRIMIDINE, 0.50 g of pottasium carbonate and 0.27 g of cis-2, 6-DLMETHYLHEXAHYDRO-LH-AZEPINE hydrochloride, and the mixture was stirred for 2 hours at 60 C. The reaction mixture was cooled to near room temperature, a saturated ammonium chloride aqueous solution was added therein, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.3 g of 1- (6-CHLORO- 5-fluoropyrimidin-4-yl) -cis-2, 6-DIMETHYLHEXAHYDRO-LH-AZEPINE H-NMR : 0.90-1. 04 (m, 4H involving a doublet at 0.95), 1.10-1. 32 (m, 4H), 1.36-1. 48 (m, 1H), 1.71-1. 90 (m, 3H), 2.04-2. 14 (M, 1H), 2.91 (brt, 1H), 3.70 (brs, 1H), 4.42-4. 82 (br, 1H) 8.09 (d, 1H) GC-MS: 257 (M+)

With the rapid development of chemical substances, we look forward to future research findings about 213265-83-9.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1500-85-2, A common compound: 1500-85-2, name is 7H-Pyrrolo[2,3-d]pyrimidin-4-amine,molecular formula is C6H6N4, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: Procedure G: To a solution of 7H-pyrrolo[2,3-d]pyrimidin-4-amine (1, 0.32 g, 2.39 mmol) and 2?-chloro-4?-methylspiro[cyclohexane-1,7?-pyrrolo[3,4-b]pyridin]-5?(6?H)-one (2, 0.6 g, 2.39 mmol) in 1,4-dioxane (15 mL) was added cesium carbonate (2.33 g, 7.17 mmol). The reaction mixture was purged with argon for 5 min. and then XanthPhos (69 mg, 0.11 mmol), XPhos (57 mg, 0.11 mmol), tris(dibenzylideneacetone)dipalladium(0) (109 mg, 0.11 mmol) and palladium acetate (27 mg, 0.11 mmol) were added and the reaction mixture purged for an additional 5 min. The purged reaction mixture was stirred at 100 C. for 4 h. After TLC showed completion, the reaction mixture was filtered through a bed of celite and the resulting filtrate was concentrated. The crude product was purified by preparative HPLC. The desired fractions were concentrated to dryness under vacuum to afford 2?-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4?-methylspiro[cyclohexane-1,7?-pyrrolo[3,4-b]pyridin]-5?(6?H)-one as a yellow solid. Yield: 0.095 g, 11%;

With the rapid development of chemical substances, we look forward to future research findings about 1500-85-2.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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. 7226-23-5

A solution of diisopropylamine (3.4 mL, 24.38 mmol) in dry tetrahydrofuran (21 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (7 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (9.8 mL, 24.38 mmol). The reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of (3-bromo-4-methylsulfanyl-phenyl)-acetic acid methyl ester (6.10 g, 22.17 mmol) in dry tetrahydrofuran (21 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (7 mL). The resulting reaction mixture was allowed to stir at -78 C. for 1 h, at which time, a solution of iodomethylcyclopentane (5.59 g, 26.60 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 15 h. The reaction mixture was quenched with water (300 mL) and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was extracted with ethyl acetate (3*150 mL). The combined organic layers were washed with a saturated aqueous sodium chloride solution (1*200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 19/1 hexanes/ethyl acetate) afforded 2-(3-bromo-4-methylsulfanyl-phenyl)-3-cyclopentyl-propionic acid methyl ester (4.52 g, 57%) as a light yellow oil: EI-HRMS m/e calcd for C16H21BrO2S (M+) 356.0446, found 356.0435.

The synthetic route of 7226-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bizzarro, Fred Thomas; Corbett, Wendy Lea; Grippo, Joseph Francis; Haynes, Nancy-Ellen; Holland, George William; Kester, Robert Francis; Sarabu, Ramakanth; US2001/39344; (2001); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia