Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, SDS of cas: 4270-27-3, blongs to pyrimidines compound. SDS of cas: 4270-27-3

Compound 12a (5 g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-Of6) delta 6.03 (s, 1 H), 11.2 (s, 1 H), 11.6 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/79214; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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. Computed Properties of C5H3Cl2N3O

Example 108 Step A: (108A) A suspension of 2-amino-4,6-dichloro-pyrimidine-5-carboxaldehyde (300 mg, 1.56 mmol) and tert-butylhydrazine hydrochloride (390 mg, 3.13 mmol) in THF (15 ML) and triethyl amine (0.44 mL, 3.13 mmol) was stirred at rt for 5 min and then heated to 64C for 40 min. The reaction mixture was concentrated and diluted with water at 0C. The solid was filtered, washed with water and dried in vacuo over P205 to obtain the title compound 108A (240 mg, 68% yield) as a yellow solid. HPLC retention time: 2.11 min ; LC/MS : 226.10 (M+H) +.

With the rapid development of chemical substances, we look forward to future research findings about 5604-46-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99820; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5750-76-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 120: 2,5-Dichloropyrimidin-4-ol (1718) (1719) A stirred solution of 2,4,5-trichloropyrimidine (1.1 mL, 9.72 mmol) in 1 ,4-dioxane (10 mL) was treated with water (2 mL) and then NaOH (1 1.7 mL, 1 M). The reaction was heated at 50C in a reacti vial for 24 hours, after which the reaction was allowed to cool and was then diluted with EtOAc. The organic layer (containing starting material) was discarded. The pH of the aqueous was adjusted to ~6 with citric acid (5%, aq.) and the product was re-extracted with IPAiCHCb (1 :3 x3). These combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under vacuum to yield the title compound (410 mg, 26 %) which was used crude. MS: [M+H]+ = 165.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90349-23-8 ,Some common heterocyclic compound, 90349-23-8, molecular formula is C9H9N3O2, 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.

Step (d) N-((l s,4s)-4-(5-Fluoro-2-(4 ‘-((4-(2-hydroxy ethyl)- 1 ,4-diazepan- l-yl)methyl)-2 ‘- (((SJ-S-methylmorpholinoJmethylJbiphenyl-S-yloxyJnicotinamidoJcyclohexylJ-S^- dimethylpyr azolo [ 1 ,5-a] pyrimidine-2-carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(4′-((4-(2-hydroxyethyl)-l,4- diazepan- 1 -yl)methyl)-2’-(((S)-3 -methylmorpholino)methyl)biphenyl-3 -yloxy Nicotinamide hydrochloride (200 mg, 0.24 mmol) in acetonitrile (2.74 ml) was added 5,7- dimethylpyrazolo[l,5-a]pyrimidine-2-carboxylic acid (48.9 mg, 0.26 mmol) and triethylamine (0.340 ml, 2.44 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.171 ml, 0.27 mmol) was then added and the mixture stirred at RT for 2 hours. The mixture was evaporated to dryness and the residue dissolved in DCM (150 ml) and washed with saturated NaHCC^aq), brine, dried (MgSC^) and evaporated to give a foam. The crude product was purified by preparative HPLC using a 95-5% gradient of aqueous 0.2% ammonia in methanol as eluent to give the title compound as a white solid. Yield: 33 mg 1H NMR (W MHz, CDCl3) delta 8.11 – 8.03 (m, 2H), 7.48 – 7.37 (m, 2H), 7.22 – 7.14 (m, 3H), 7.12 – 7.07 (m, 2H), 6.88 (d, J= 6.9 Hz, 2H), 4.20 – 4.09 (m, IH), 4.06 – 3.96 (m, IH), 3.89 (d, J= 13.1 Hz, IH), 3.63 – 3.54 (m, 4H), 3.52 – 3.31 (m, 9H), 3.31 – 3.26 (m, 2H) 3.09 – 2.96 (m, 2H), 2.81 – 2.70 (m, 4H) 2.69 – 2.59 (m, 4H), 2.53 (s, 3H), 2.44 – 2.36 (m, IH), 2.23 – 2.11 (m, IH), 1.96 – 1.68 (m, 10H), 0.75 (d, J= 6.2 Hz, 3H). MS: [M+H]+=848 (calc=848) (MultiMode+)

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. 90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 32779-38-7 ,Some common heterocyclic compound, 32779-38-7, molecular formula is C4H2ClIN2, 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.

Example A6. General experimental for the Negishi cross-couplingGeneral Scheme:Pd(PPh3)4 R99aZnBr + Ra 9a9Bb.l p99ap99b Representative Scheme:To a solution of tetrakis(triphenylphosphine)palladium (0.05 equiv) in THF was added the organozinc reagent (e.g., pyridin-2-ylzinc bromide, 2 equiv) at 15 C under N2. Then, a solution of aryl iodine (e.g., 2-chloro-5-iodopyrimidine, 1 equiv) in THF was added. The reaction mixture was stirred at room temperature for 3 h. The mixture was poured into ¾0 and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration, the crude product was purified by silica-gel column to give the C-C coupling product (e.g., 2-chloro-5- (pyridin-2-yl)pyrimidine).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-38-7, its application will become more common.

Reference:
Patent; HEFFERNAN, Michele, L., R.; HARDY, Larry, Wendell; WU, Frank, Xinhe; SARASWAT, Lakshmi, D.; SPEAR, Kerry, L.; WO2012/170845; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, the common compound, a new synthetic route is introduced below. Formula: C4H4ClN3

[0879] To a mixture of 2-amino-4-chloro-pyrimidine 79 (10.2 g, 79 mmol) in methanol (140 mL) and acetonitrile (100 mL), N-bromosuccinimide (14.01 g, 79 mmol) was added, and the resulting mixture was stirred at RT for about 0.5 h. The reaction mixture was treated with Et2O (200 mL), then cooled to about 5 C. and stirred for about 1 h. The mixture was filtered and the product air dried to afford compound 134.

The synthetic route of 3993-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLKINE, LLC; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo C.; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel A.; TREMBLAY, Martin R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; US2013/53362; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3680-69-1 ,Some common heterocyclic compound, 3680-69-1, molecular formula is C6H4ClN3, 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.

A typical procedure for the preparation of 3a:2-bromopropane (74 mg, 0.6 mmol) was added to a solution of 1a (92 mg, 0.6 mmol) and K2CO3 (110 mg, 0.8 mmol) in 5 mL DMF at 70 C. According to TLC the reaction went to completion after 4 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine(10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product 2a, which was added to a solution of amino-phenol(66 mg, 0.6 mmol) and Cs2CO3 (585 mg, 1.8 mmol) in 10 mL DMSO without further purification. After stirring for 6 h at 80 C, the mixture was cooled to room temperature and extracted with ethyl acetate (3 * 10 mL). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was further purified by column chromatography(petroleum ether/ethyl acetate 2:1) to afford compound 3a as a brown solid(121 mg, 75% over two steps).

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Yang; Fang, Jianping; Cai, Haiyan; Xiao, Fei; Ding, Kan; Hu, Youhong; Bioorganic and Medicinal Chemistry; vol. 20; 18; (2012); p. 5473 – 5482;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C4Cl3N3O2

To a stirred suspension of K-1 (1.00 g, 4.38 mmol) and DIEA (1.83 mL, 10.51 mmol) in DCM (15 mL) at 0 C is slowly added K-2 (1.00 g, 9.30 mmol) and the reaction is allowed to slowly warm to 25 C and stirred for 4h. The volatiles are removed under reduced pressure and the resulting residue is purified by Si02 flash chromatography to yield K-3.

The synthetic route of 4359-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRUNETTE, Steven Richard; CSENGERY, Johanna; HUGHES, Robert Owen; LI, Xiang; SIBLEY, Robert; TURNER, Michael Robert; XIONG, Zhaoming; (88 pag.)WO2017/58831; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, 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.2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, molecular weight is 166.9685, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, 60 2,4-dichloro-5-fluoropyrimidine (517 mg, 3.1 mmol), 61 sodium carbonate (583 mg, 5.5 mmol) was dissolved in a mixed solution of 1 mL 48 water and 5 mL 62 ethylene glycol dimethyl ether, 63 PdCl2(PPh3)2 (4.7 mg, 66 mumol) was added, heated to 80 C., and then a solution of 64 4-fluoro-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-1H-benzo[d]imidazole (700 mg, 2.2 mmol) in ethylene glycol dimethyl ether (40 mL) was added, stirred at this temperature for 4 hours, and then 30 mL water was added, stirring was continued for 25 minutes, filtered and dired the filter cake at 80 C. and then washed with isopropyl alcohol, the product 65 6-(2-chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole 425 mg was obtained after drying, yield: 60%. LC-MS(APCI): m/z=322.7 (M+1).

The chemical industry reduces the impact on the environment during synthesis 2927-71-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 252723-16-3, name is 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H10ClN3O2S, 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. Formula: C13H10ClN3O2S

The compound 1 (10.83 mmol), compound 2 (10.83 mmol), PdCl2(Dppf) (527 mg, 0 . 72 mmol) and KOAc (235 mg, 2.4 mmol) in toluene (30 ml) in the mixture is heated to 110 C maintain 6 hours. The reaction liquid evaporation and adding water (100 ml), and ethyl acetate (2 × 40 ml) extraction. Separating the organic phase, using anhydrous Na2SO4 drying, filtering and evaporation. Through column chromatography ethyl acetate/petroleum ether=1:4 – 1:1 to carry out the purification, to obtain 2 g solid, in THF: H 20 (24 ml: 6 ml) in the mixed solvent are added in the solution of NaIO4(18.6 Mmol), and stirring at room temperature 30 minutes. By adding 2 N HCl aqueous solution. Its stirring at room temperature 3 hours. The mixture of ethyl acetate dilution, salt water for washing, then separating and anhydrous Na2SO4Drying, filtering and concentrating. Through the use of MeOH/DCM=1:10 of column chromatography purification to obtain compound 4.

With the rapid development of chemical substances, we look forward to future research findings about 252723-16-3.

Reference:
Patent; Chengdu Shibeikang Bio-pharmaceutical Technology Co., Ltd.; Cen Guodong; Yang Maoting; Tan Shaojun; (8 pag.)CN108191874; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia